反応 #64069

反応方程式

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

4-hydroxybenzaldehyde

diethyl azodicarboxylate

triphenylphosphine

→

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

収率 60.3%

溶媒

tetrahydrofuran

反応条件

後処理

1. 1
   濃縮concentrated
2. 2
   ろ過filtered
3. 3
   濃縮again concentrated
4. 4
   その他Chromatography of the residue on silica gel with toluene and recrystallization from hexane

実験手順

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.

出典