Organic Reactions, Volume 2

Compound
5-Allyloxy-6-methyIindan
4,7-Dimethyl-5-allyloxyindan
l-Allyloxynaphthalene
2-Allyloxynaphthalene
l-Allyl-2-allyloxynaphthalene
2-Allyloxy-l ,4-naphthoquinone
4-Allyloxy-l,2-naphthoquinone
l-Allyloxy-3,7-dimethylnaphthalene
l-Allyloxy-5-methoxynaphthalene
1,4-Diallyloxynaphthalene
1,4-Diallyloxy-5,8-dihydronaphthalene
2,6-Diallyloxynaphthalene
l,5-Diallyl-2,6-diallyloxynaphthalene2-Allyloxy-3-carbomethoxynaphthalene
4-Allyloxybiphenyl
* References 104-129 appear on p. 48.
Time,
hours
1
—
1
—
—
0.15
0.5
2.75
1.5
5
2
Few
minutes
—
—
—
B. Polycyclic and Heterocyclic Derivatives
•Conditions
Temperature,
° C.
,245
' 280
230
—
"Long
heating"
135
135-145
240
240
200
240-250
190
—
Distillation
at
162
—
Solvent (or Other
Special Condition)
Dimethylaniline
Dimethylaniline
—
—
—
—
(Inert atmosphere)
Dimethylaniline
—
Diethylaniline
(acetic anhydride,
inert atmosphere)
Kerosene
(inert atmosphere)
(Inert atmosphere)
—
—
—
Product
4-Allyl-5-hydroxy-6-methyUndan
4,7-Dimethyl-5-hydroxy-6-methylindan
2-Allyl-l-naphthol
l-AUyl-2-naphthol
No reaction
2-Hydroxy-3-allyl-l ,4-naphthoquinone
2-Hydroxy-3-allyl-l ,4-naphthoquinone
2-Allyl-3,7-dimethyl-l-naphthol
2-Allyl-5-methoxy-l-naphthol
2,3-Diallyl-l ,4-diacetoxynaphthalene
2,3-Diallyl-l,4-dihydroxy-5,8-dihydronaphthalene
1,5-Diallylnaphthalene-2,6-dioI
Decomposition products
l-Allyl-3-carbomethoxy-2-naphthol
3-AHyl-4-hydroxybiphenyl (mainly)
Yield
>85%
75%
50-60%
>85%
0
—
70%
49%
73%
>85%
>85%
85%
0
—
—
Reference *
52
52
44 (p. 61)
1
1
84
84
101
114
101
•
101
49
49
115
116
I
i
oa