تفاعل #64069

معادلة التفاعل

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

4-hydroxybenzaldehyde

diethyl azodicarboxylate

triphenylphosphine

→

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

المردود 60.3%

المذيبات

tetrahydrofuran

ظروف التفاعل

المعالجة

1. 1
   تركيزconcentrated
2. 2
   ترشيحfiltered
3. 3
   تركيزagain concentrated
4. 4
   أخرىChromatography of the residue on silica gel with toluene and recrystallization from hexane

الإجراء التجريبي

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.

المصدر