Reaktion #215972

Reaktionsgleichung

diethyl azodicarboxylate

4-hydroxybenzaldehyde

(2E)-2-methyl-4-(2,6,6-trimethyl-1-cyclohexen-1-yl)-2-butenol

triphenylphosphine

→

4-((2E)-2-methyl-4-(2,6,6-trimethyl-1-cyclohexen-1-yl)-2-butenyloxy)benzaldehyde

Ausbeute 51.8%

Reaktionsbedingungen

Vorschrift

By the method of example 13 above, 4-hydroxybenzaldehyde (12.0 g) and (2E)-2-methyl-4-(2,6,6-trimethyl-1-cyclohexen-1-yl)-2-butenol (Chem. Abstr., 94, 65904h) (20.5 g) are coupled with triphenylphosphine and diethyl azodicarboxylate to provide 4-((2E)-2-methyl-4-(2,6,6-trimethyl-1-cyclohexen-1-yl)-2-butenyloxy)benzaldehyde (15.9 g, 50%) as a colorless oil after chromatography. By the method of example 2 above, this is converted into the title compound, mp 136°-137° after recrystallization from hexane-dichloromethane.

Quelle