Organic Reactions, Volume 2

More documents

Recommendations

Info

-y-Phenyl •/-Methyl •y-Methyl -^Methyl T-Ethyl •y-Ethyl " -y-Ethyl •y-n-Propyl -y-ro-Propyl T-n-Propyl •y-n-Butyl 7-ra-Butyl 7-n-Propyl -y-n-Butyl Geranyl 4-Methyl None 2,4-Dichloro 4-Carbethoxy None 2-Methyl 4-Carbethoxy None 2-Methyl 4-Carbethoxy None 2-Methyl 2-(7-n-Propylallyloxy)- 3-hydroxy (?) 2-(iMi-Butylallyloxy)- 3-hydroxy (?) 2-Hydroxy 0.33 3 2 1.2 1.75 — — 0.5-0.8 — 1.5 0.5-0.8 0.5-0.8 200 200-210 Refluxing 210-227 220-235 — 195-233 — — 213-241 230-260 230-260 Distillation in vacuum Distillation in vacuum Distillation in vacuum Dimethylaniline (ineVt atmosphere) Diethylaniline Diethyknikne Itefluxed at 50 mm. Dunethylanihne • References 104-129 appear on p 48 t The mixture contained the normal (inverted) and abnormal products in the ratio 1 : 2 — — — — — — — — — • — a-Phenyl a-Methyl a-Methyl 'a-Methyl a^r-Dimethyl a-Ethyl a-Ethyl (o-Cresol) a-Ethvl a,7-Dimethyl (1,3-Pentadiene) a-re-Propyl (Phenol) a-7i-Propyl (o-Cresol) a-n-Propyl a-Methyl-r-ethyl a-n-Butvl (Phenol) a-n-Butyl 4-Methyl None 2,4-Dichloro 4-Carbethoxy None None 2-Methyl 4-Carbethoxy 4-Carbethoxy None 2-Methyl 4-Carbethoxy 4-Carbethoxy None 2-Methyl (o-Cresol) z,£-Dihexenyl-2,3-dihydroxy i,x-Diheptenyl-2,3-dihydroxy 6-Geranyl-2-hydroxy (?) 85% 85% 83% >85% >85% 44% 12% >85% 13% 40% 19% 27% Trace - f 4. 28 Trace 15 Trace — — — 35,68 36, 37,124 45 123a 39, 40, 58 58 58 62 62 58,59 58,59 58 58 41 41 58 58 58 58 112 112 125 I I s 1 s n
Compound 2-Cinnamyloxy-3-carbomethoxynaphthalene 1- (-y-MethylallyJoxy)-naphthalene "2-(T-Methylallyloxy)-ll4-naphthoquinone -4-(7-Methylallyloxy)-l,2-naphtho-^ quinone 4Hr-Ethylallyloxy)-6-hydroxyfluoran •3,6-Di-(7-n-propylallyloxy)-fluoran 1,4-Difarnesyloxy naphthalene TABLE II—Continued orfho REARRANGEMENTS OF AIAYL AKTL ETHERS 3. MISCELLANEOUS ETHERS, DERIVATIVES OF POLTCTOLIC HYDROCARBONS Time, hours Distil] ation in vacuum Distillation in vacuum 0.5 140 0.5 1 3 — Conditions Temperature, °C. 125 — 210-220 190-200 Solvent v _ — — — — Diethylaniline, acetic anhydride Product Ha-Phenylallyl)-2-hydroxy-3carbomethoxynaphthalene 2-(o-Methylallyl)-l-naphthol 3-(«-Methylallyl)-2-hydroxy-l,4naphthoquinone Same compound as above 2-Pentenylfluorescein 2,7-Dihexenylfluorescein 2,3-Dif arnesyl-1,4-diacetoxynaphthalene (?) Yield — >85% >85% — — — Reference * 115 36,124 126 126 122 122 83
Page 1 and 2: Organic Reactions VOLUME II EDITORI
Page 3 and 4: PREFACE TO THE SERIES In the course
Page 5 and 6: CONTENTS CHAPTER ' PAGE 1. THE CLAI
Page 7 and 8: 2 THE CLAISEN REARRANGEMENT PAGE Ta
Page 9 and 10: THE CLAISEN REARRANGEMENT STRUCTURA
Page 11 and 12: THE CLAISEN REARRANGEMENT ,—C(CN)
Page 13 and 14: 8 THE CLAI8EN REARRANGEMENT A diffe
Page 15 and 16: 10 THE CLAISEN REARRANGEMENT OH %CH
Page 17 and 18: 12 THE CLAISEN KEARRANGEMENT rearra
Page 19 and 20: 14 THE CLAISEN^EEAREANGEMENT Simila
Page 21 and 22: 16 ' THE CLAISEN REARRANGEMENT by r
Page 23 and 24: 18 THE CLAISEN REARRANGEMENT provid
Page 25 and 26: 20 THE CLAISEN REARRANGEMENT curie
Page 27 and 28: 22 THE CLAISEN REARRANGEMENT r meth
Page 29 and 30: 24 THE CLAISEN REARRANGEMENT Ethers
Page 31 and 32: 26 THE CLAISEN REARRANGEMENT allyl
Page 33 and 34: 28 THE CLAISEN REARRANGEMENT pressu
Page 35 and 36: None Ring Substituents in OHo-sCHOH
Page 37 and 38: Ring Substituents in 2-Hydroxy * 3-
Page 39 and 40: 4-Carbethoxy Ring Substituents in 2
Page 41 and 42: Compound 2-AHyloxybiphenyl 2-Allylo
Page 43 and 44: Ring Substituents in CH2=CHCH2OC«H
Page 45: CH-CHCHO^N Allyl Group /3-Chloro /3
Page 49 and 50: 2,6-Dichloro 2,6-Dibromo Compound R
Page 51 and 52: Compound 7,7-DimethylaUyloxyfuranoc
Page 53 and 54: 48 THE CLAISEN REARRANGEMENT 104 Ki
Page 55 and 56: 50 ALIPHATIC FLUORINE COMPOUNDS ^~
Page 57 and 58: 52 ALIPHATIC FLUORINE COMPOUNDS ace
Page 59 and 60: 64 ALIPHATIC FLUORINE COMPOUNDS of
Page 61 and 62: 56 ALIPHATIC FLUORINE COMPOUNDS Fro
Page 63 and 64: 58 ALIPHATIC FLUORINE COMPOUNDS pro
Page 65 and 66: 60 ALIPHATIC FLUORINE COMPOUNDS Rea
Page 67 and 68: 62 ALIPHATIC FLUORINE COMPOUNDS rem
Page 69 and 70: 64 - ALIPHATIC FLUORINE COMPOUNDS m
Page 71 and 72: 66 ALIPHATIC FLUORINE COMPOUNDS com
Page 73 and 74: 68 ALIPHATIC FLUORINE COMPOUNDS to
Page 75 and 76: 70 t ALIPHATIC FLUORINE COMPOUNDS t
Page 77 and 78: 72 ALIPHATIC FLUORINE COMPOUNDS flu
Page 79 and 80: 74 ALIPHATIC FLUORINE COMPOUNDS men
Page 81 and 82: (CF)* CFBr3 CFCI3 CFN CF2Br2 CF2C12
Page 83 and 84: Formula C2F2Br2O C2F2Br4 C2F2CI1! C
Page 85 and 86: Formula C2HF2Br C2HF2B1O2 • C2HF2
Page 87 and 88: Formula C2H2F2O2 C2H2F3Br C2H2FSC1
Page 89 and 90: Formula CW3U C3F3CU C3F4Br2Cl2 CgF4
Page 91 and 92: Formula CaHsFO CsH6FO2 C3H5F2Br C3H
Page 93 and 94: Formula C4HrFOj C4H7FjBr0 C^FsNjOi!
Page 95 and 96: Formula CeHiaF , C6H13FO2 C7H8F3O4
Page 97 and 98:
92 .' ALIPHATIC FLUORINE COMPOUNDS
Page 99 and 100:
CHAPTER 3 THE CANNIZZARO REACTION T
Page 101 and 102:
96 THE CANNIZZARO REACTION these en
Page 103 and 104:
98 THE CANNIZZARO REACTION hyde. It
Page 105 and 106:
iOo THE CANNIZZARO REACTION R CH3 C
Page 107 and 108:
102 THE CANNIZZARO REACTION of the
Page 109 and 110:
104 THE CANNIZZARO REACTION reactio
Page 111 and 112:
106 THE CANNIZZARO REACTION least o
Page 113 and 114:
108 THE CANNIZZARO REACTION Hydrohy
Page 115 and 116:
110 THE CANNIZZARO REACTION however
Page 117 and 118:
112 THE CANNIZZARO REACTION m-hydro
Page 119 and 120:
CHAPTER 4 THE FORMATION OF CYCLIC K
Page 121 and 122:
116 THE FORMATION OF CYCLIC KETONES
Page 123 and 124:
118 THE FORMATION OP CYCLIC KETONES
Page 125 and 126:
Page 127 and 128:
Page 129 and 130:
Page 131 and 132:
Page 133 and 134:
LXXII TTgYTTT 40 Bachm'ann and Stru
Page 135 and 136:
Page 137 and 138:
Page 139 and 140:
Page 141 and 142:
Page 143 and 144:
Page 145 and 146:
Page 147 and 148:
Page 149 and 150:
Page 151 and 152:
Page 153 and 154:
Page 155 and 156:
Page 157 and 158:
152 THE-FORMATION OF CYCLIC KETONES
Page 159 and 160:
Page 161 and 162:
Page 163 and 164:
Page 165 and 166:
Page 167 and 168:
Page 169 and 170:
Page 171 and 172:
Page 173 and 174:
Page 175 and 176:
Page 177 and 178:
Page 179 and 180:
Page 181 and 182:
Page 183 and 184:
CHAPTER 5 REDUCTION WITH ALUMINUM A
Page 185 and 186:
180 REDUCTION WITH ALUMINUM ALKOXID
Page 187 and 188:
Page 189 and 190:
Page 191 and 192:
Page 193 and 194:
Page 195 and 196:
Page 197 and 198:
Page 199 and 200:
Page 201 and 202:
Page 203 and 204:
Page 205 and 206:
Page 207 and 208:
Page 209 and 210:
Page 211 and 212:
Page 213 and 214:
Page 215 and 216:
Page 217 and 218:
Page 219 and 220:
Page 221 and 222:
Page 223 and 224:
Page 225 and 226:
Page 227 and 228:
Page 229 and 230:
CHAPTER 6 THE PREPARATION OF UNSYMM
Page 231 and 232:
226 THE PREPARATION OF UNSYMMETRICA
Page 233 and 234:
Page 235 and 236:
Page 237 and 238:
232 THE PREPARATION OF UNSYMMETR1CA
Page 239 and 240:
Page 241 and 242:
Page 243 and 244:
Page 245 and 246:
240 THE PREPARATION "OF UNSYMMETRIC
Page 247 and 248:
Page 249 and 250:
244 ' THE PREPABATION OF UNSYMMETRI
Page 251 and 252:
246 THE PREPARATION OF TINSYM METRI
Page 253 and 254:
248 THE PREPARATION OF UN8YMMETRICA
Page 255 and 256:
Page 257 and 258:
Page 259 and 260:
254' THE PREPARATION OF UNSYMMETRIC
Page 261 and 262:
2&8 THE PREPARATION OF UNSYMMETRICA
Page 263 and 264:
258 THE PREPARATION OF UNSYM METRIC
Page 265 and 266:
Page 267 and 268:
CHAPTER 7 REPLACEMENT OF THE AROMAT
Page 269 and 270:
264 THE AROMATIC PRIMARY AMINO GROU
Page 271 and 272:
Page 273 and 274:
Page 275 and 276:
Page 277 and 278:
Page 279 and 280:
Page 281 and 282:
Page 283 and 284:
Page 285 and 286:
Page 287 and 288:
Page 289 and 290:
Page 291 and 292:
Page 293 and 294:
Page 295 and 296:
Page 297 and 298:
Page 299 and 300:
294 THE AROMATIC PEIMARY AMINO GROU
Page 301 and 302:
Page 303 and 304:
Page 305 and 306:
Aniline Benzidine «-Naphthylamine
Page 307 and 308:
TABLE II—Continued ETHANOL DEAMIN
Page 309 and 310:
p-Aminobenzoic acid Amine 3-Methyl-
Page 311 and 312:
Page 313 and 314:
O2N- NOs OCHjCOOH NH8 COOH NH, TABL
Page 315 and 316:
NH, >\ TABLE II—Continued ETHANOI
Page 317 and 318:
Amine 2,3,5-Trichloro-4-hyaniline 2
Page 319 and 320:
Amine 2-Nitro-3'-bromo-4'-aminobiph
Page 321 and 322:
Amine 4-Ammo-5-methylbenzene-l ,3-d
Page 323 and 324:
HOsS TABLE II—Continued ETHANOL D
Page 325 and 326:
SO,H TABLE II—Continued ETHANOL D
Page 327 and 328:
TABLE II—Continued ETHANOL DEAMIN
Page 329 and 330:
Aniline Benzidine jS-Naphthylamine
Page 331 and 332:
NH, TABLE III—Continued HTPOPHOSP
Page 333 and 334:
OCH, v • NO* Amine 3-Nitro-4'-ami
Page 335 and 336:
CH, Br—it^V-Br ILJ-NH, Br—IIJ
Page 337 and 338:
NH; i CH8 TABLE III—Continued HTP
Page 339 and 340:
Aniiinft o-Toluidine p-Toluidine 2,
Page 341 and 342:
Aniline a-Naphthylamine 2,3-Dimethy
Page 343 and 344:
CH3 Amine (ca. 35%) TABLE V—Conti
Page 345 and 346:
H,N TABLE VI—Continued DEAMINAMON
Page 347 and 348:
342 PERIODIC ACID OXIDATION If the
Page 349 and 350:
344 PERIODIC ACID OXIDATION the pro
Page 351 and 352:
346 PERIODIC ACID OXIDATION elevate
Page 353 and 354:
348 PERIODIC ACID OXIDATION If the
Page 355 and 356:
350 PERIODIC ACID OXIDATION Since e
Page 357 and 358:
352 PERIODIC ACID OXIDATION dihydro
Page 359 and 360:
354 PERIODIC ACID OXIDATION H 0=C
Page 361 and 362:
356 PERIODIC ACID OXIDATIOM LI or L
Page 363 and 364:
358 PERIODIC ACID OXIDATION Crystal
Page 365 and 366:
360 PERIODIC ACID OXIDATION pended
Page 367 and 368:
362 PERIODIC ACID OXIDATION A solut
Page 369 and 370:
364 PERIODIC ACID OXIDATION The eth
Page 371 and 372:
366 PERIODIC ACID OXIDATION PRODUCT
Page 373 and 374:
Page 375 and 376:
Page 377 and 378:
Page 379 and 380:
Page 381 and 382:
CHAPTER 9 THE RESOLUTION OF ALCOHOL
Page 383 and 384:
378 THE RESOLUTION OF ALCOHOLS indi
Page 385 and 386:
380 THE RESOLUTION OF ALCOHOLS volv
Page 387 and 388:
382 THE RESOLUTION OF ALCOHOLS acti
Page 389 and 390:
384 THE RESOLUTION OF ALCOHOLS and
Page 391 and 392:
386 THE RESOLUTION OF ALCOHOLS and
Page 393 and 394:
388 THE RESOLUTION OF ALCOHOLS othe
Page 395 and 396:
390 THE RESOLUTION OF ALCOHOLS proc
Page 397 and 398:
392 THE RESOLUTION OF ALCOHOLS : or
Page 399 and 400:
394 THE RESOLUTION OF ALCOHOLS are
Page 401 and 402:
396 THE KE8QUJTIQN OF XWQT&QIS solu
Page 403 and 404:
398 .THE RESOLUTION OF ALCOHOLS alc
Page 405 and 406:
400 THE RESOLUTION OF ALCOHOLS The
Page 407 and 408:
402 THE RESOLUTION OF ALCOHOLS slow
Page 409 and 410:
404 THE RESOLUTION OF ALCOHOLS The
Page 411 and 412:
406 THE RESOLUTION OF ALCOHOLS c7 c
Page 413 and 414:
408 THE RESOLUTION OF ALCOHOLS Alco
Page 415 and 416:
410 THE RESOLUTION OF ALCOHOLS CIO
Page 417 and 418:
Page 419 and 420:
Page 421 and 422:
416 BART, BECHAMP, AND ROSENMUND RE
Page 423 and 424:
Page 425 and 426:
Page 427 and 428:
Page 429 and 430:
Page 431 and 432:
Page 433 and 434:
Page 435 and 436:
Page 437 and 438:
432 BART, BECHAMP, AND BOSENMUND RE
Page 439 and 440:
Page 441 and 442:
Page 443 and 444:
438 BART, BECHAMP, AND R08ENMUND RE
Page 445 and 446:
\ 440 BART, BECHAMP, AND ROSENMUND
Page 447 and 448:
442 BART, BECHAMP, ANP ROSENMUND RE
Page 449 and 450:
Page 451 and 452:
Page 453 and 454:
448 BART, BECHAMP, AND R08ENMUND RE
Page 455 and 456:
Page 457 and 458:
Page 459 and 460:
Page 461 and 462:
456 INDEX Amination of heterocyclic
Page 463 and 464:
458 INDEX 1,2-Dibromofluoroethane,
Page 465 and 466:
460 INDEX- ^-2-Naphthylpropionic ac
show all

Organic Reactions, Volume 2

You also want an ePaper? Increase the reach of your titles

Delete template?

Save as template?