Reaktion #551236
ord-8fb315b99e2b4dc38cf9006f07039521
Reaktionsgleichung
(E)-β-farnesene
product
(E)-β-farnesene
diethyl maleate
→
1,2-bis-(ethoxycarbonyl)-4-(4,8 dimethyl-3,7-nonadienyl) cyclohex-4-ene
Ausbeute 75.0%
Reagenzien
Keine
Reaktionsbedingungen
Temperatur
180°CELSIUS
Detaillierte Bedingungen
See reaction.notes.procedure_details.
Aufarbeitung
- 1workup.DISTILLATIONThe mixture is then distilled under reduced pressure
Vorschrift
The (E)-β-farnesene-containing product of Example 1 (10 g) and diethyl maleate (5.0 g) are heated together at 180° C. for two hours. The mixture is then distilled under reduced pressure to give 1,2-bis-(ethoxycarbonyl)-4-(4,8 dimethyl-3,7-nonadienyl) cyclohex-4-ene as a pale yellow oil (8.5 g, 75%); b.p. 175°-180° C./0.3τ; nD20 1.4894; M+ (m/z as % of base peak): 376 (6.6); δ(CCl4) 1.24 (t, 6H), 1.70 (m, 9H), 2.08 (m, 8H), 2.36 (m, 4H), 2.80 (m, 2H), 4.14 (q, 4H), 5.20 (m, 2H), 5.40 (br, t, 1H).