Jasmone 1 - ChemistforChrist

More documents

Recommendations

Info

Synthesis of JASMONE Cope Rearrangement 1 2 1 2 3 4 5 Cope 2 1 2 1 3 4 Synthesis of Descotes Synthesis 1975, 118-119 3 O 3 4 2 6 H 1 5 4 2 6 H 1 CO 2Et CO 2Et 5 much cheaper 5 H Z Cope O O YZn X CH2 EtO 2C CO 2Et CO 2Et EtO 2C CO 2Et K 2CO 3 EtO 2C CO 2Et Br Br + Br EtO 2C CO 2Et 2 steps as explained above (Grignard, Oxidation) CO 2Et + K 2CO 3 intramolecular reaction (ring closure) More resources available at www.chemistforchrist.de Simmons Smith Br EtO 2C CO 2Et Technique to enlarge cyclic systems Br <strong>Jasmone</strong> K 2CO 3 EtO 2C CO 2Et Br
Synthesis of JASMONE Br Br Br + CO 2Et CO 2Et CO2Et CO2Et S N2' K2CO3 CO2Et ? DMF CO2Et CO 2Et CO 2Et ∆ 150°C CO2Et ? CO2Et Industrial Synthesis (Firmenich) Helv. Chim. Acta 1978, 61, 2524-2529 O + Br 2 (hν) (heat in a radical fashion) Br Br + Br Br Br Br E/Z mixture and.. + Br Br via the enolate More resources available at www.chemistforchrist.de O O > 150°C The Problem is that during the radical bromination epoxides are involved due to the presence of air and one day the plant that produced <strong>Jasmone</strong> via this pathway was blown up and since then this reaction is not used industrially anymore.
Page 1 and 2: Synthesis of JASMONE Synthesis of J
Page 3 and 4: Synthesis of JASMONE O O O O R 1 R
Page 5 and 6: Synthesis of JASMONE Synthesis: EtO
Page 7 and 8: Synthesis of JASMONE Additional inf
Page 9 and 10: Synthesis of JASMONE Synthesis by G
Page 11 and 12: Synthesis of JASMONE Another way to
Page 13 and 14: Synthesis of JASMONE Different appr
Page 15 and 16: Synthesis of JASMONE The Nazarow re
Page 17 and 18: Synthesis of JASMONE O O NaOH Even
Page 19: Synthesis of JASMONE O O DIBAL-H Fo

Jasmone 1 - ChemistforChrist

Create successful ePaper yourself

Delete template?

Save as template?