反応 #64066

ord-ee0b780ed4a74d248b6d9381c13208f8

反応方程式

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
収率 121.9%

溶媒

反応条件

詳細条件
See reaction.notes.procedure_details.

後処理

  1. 1
    温度was heated
  2. 2
    温度under reflux overnight
  3. 3
    その他Subsequently, the cooled reaction mixture
  4. 4
    抽出extracted three times with 50 ml of diethyl ether each time
  5. 5
    洗浄The combined organic phases were washed with 500 ml of water
  6. 6
    乾燥dried over magnesium sulphate
  7. 7
    ろ過filtered
  8. 8
    濃縮concentrated
  9. 9
    その他Chromatography of the residue on silica gel with toluene and recrystallization from ethanol

実験手順

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.

出典

DOI: 10.6084/m9.figshare.5104873.v1特許: US05411676uspto-grants-1995_05