반응 #64069

반응 방정식

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

4-hydroxybenzaldehyde

diethyl azodicarboxylate

triphenylphosphine

→

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

수율 60.3%

용매

tetrahydrofuran

반응 조건

후처리

1. 1
   농축concentrated
2. 2
   여과filtered
3. 3
   농축again concentrated
4. 4
   기타Chromatography of the residue on silica gel with toluene and recrystallization from hexane

실험 절차

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.

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