تفاعل #64066

ord-ee0b780ed4a74d248b6d9381c13208f8

معادلة التفاعل

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
المردود 121.9%

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    درجة الحرارةwas heated
  2. 2
    درجة الحرارةunder reflux overnight
  3. 3
    أخرىSubsequently, the cooled reaction mixture
  4. 4
    استخلاصextracted three times with 50 ml of diethyl ether each time
  5. 5
    غسيلThe combined organic phases were washed with 500 ml of water
  6. 6
    تجفيفdried over magnesium sulphate
  7. 7
    ترشيحfiltered
  8. 8
    تركيزconcentrated
  9. 9
    أخرىChromatography of the residue on silica gel with toluene and recrystallization from ethanol

الإجراء التجريبي

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.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US05411676uspto-grants-1995_05