반응 #64066

ord-ee0b780ed4a74d248b6d9381c13208f8

반응 방정식

O=Cc1ccc(O)cc1
4-hydroxybenzaldehyde
CCCCC[C@H]1CC[C@H](CCCBr)CC1
3-(trans-4-pentylcyclohexyl)-1-propyl bromide
O=C([O-])[O-].[K+].[K+]
potassium carbonate
CCC(C)=O
butanone
CCCCC[C@H]1CC[C@H](CCCOc2ccc(C=O)cc2)CC1
4-[3-(trans-4-pentylcyclohexyl)-1-propyloxy]benzaldehyde
수율 121.9%

용매

반응 조건

상세 조건
See reaction.notes.procedure_details.

후처리

  1. 1
    온도was heated
  2. 2
    온도under reflux overnight
  3. 3
    기타Subsequently, the cooled reaction mixture
  4. 4
    추출extracted three times with 50 ml of diethyl ether each time
  5. 5
    세척The combined organic phases were washed with 500 ml of water
  6. 6
    건조dried over magnesium sulphate
  7. 7
    여과filtered
  8. 8
    농축concentrated
  9. 9
    기타Chromatography of the residue on silica gel with toluene and recrystallization from ethanol

실험 절차

A mixture of 1.9 g of 4-hydroxybenzaldehyde, 5.0 g of 3-(trans-4-pentylcyclohexyl)-1-propyl bromide, 8.3 g of potassium carbonate and 50 ml of butanone was heated under reflux overnight. Subsequently, the cooled reaction mixture was poured into water and extracted three times with 50 ml of diethyl ether each time. The combined organic phases were washed with 500 ml of water, dried over magnesium sulphate, filtered and concentrated. Chromatography of the residue on silica gel with toluene and recrystallization from ethanol gave 6.0 g of pure 4-[3-(trans-4-pentylcyclohexyl)-1-propyloxy]benzaldehyde.

출처

DOI: 10.6084/m9.figshare.5104873.v1특허: US05411676uspto-grants-1995_05