Reacción #64069

Ecuación de reacción

(E)-3-(trans-4-pentylcyclohexyl)allyl alcohol

4-hydroxybenzaldehyde

diethyl azodicarboxylate

triphenylphosphine

→

4-[(E)-3-(trans-4-pentylcyclohexyl)allyloxy]benzaldehyde

Rendimiento 60.3%

Disolventes

tetrahydrofuran

Condiciones de reacción

Tratamiento posterior

1. 1
   Concentraciónconcentrated
2. 2
   Filtraciónfiltered
3. 3
   Concentraciónagain concentrated
4. 4
   OtroChromatography of the residue on silica gel with toluene and recrystallization from hexane

Procedimiento

A mixture of 5.0 g of (E)-3-(trans-4-pentylcyclohexyl)allyl alcohol, 2.9 g of 4-hydroxybenzaldehyde, 4.1 g of diethyl azodicarboxylate, 6.2 g of triphenylphosphine and 100 ml of tetrahydrofuran was stirred at room temperature overnight and then concentrated. The residue was suspended in 300 ml of hexane, filtered and again concentrated. Chromatography of the residue on silica gel with toluene and recrystallization from hexane gave 4.5 g of pure 4-[(E)-3-(trans-4-pentylcyclohexyl)allyloxy]benzaldehyde with m.p. 55° C.

Fuente