تفاعل #5398

معادلة التفاعل

4-(4'-cyano-4-biphenylyl)cyclohexanone

diethyl ether

hydrochloric acid

sodium borohydride

→

trans-4-(4'-cyano-4-biphenylyl)cyclohexanol

المردود 34.7%

المذيبات

methanol

ظروف التفاعل

المعالجة

1. 1
   استخلاصThe reaction mixture was extracted three times with 50 ml of dichloromethane each time
2. 2
   غسيلThe combined organic phases were washed twice with 500 ml of water each time
3. 3
   تجفيفsubsequently dried over magnesium sulfate
4. 4
   ترشيحfiltered
5. 5
   تركيزconcentrated
6. 6
   أخرىRecrystallization from methanol

الإجراء التجريبي

A suspension of 10 g of 4-(4'-cyano-4-biphenylyl)cyclohexanone, 30 ml of diethyl ether and 270 ml of methanol was treated portionwise at 0° C. with 1.8 g of sodium borohydride. After 3 hours the reaction mixture was made acid (pH 1-2) with 25% hydrochloric acid. The reaction mixture was extracted three times with 50 ml of dichloromethane each time. The combined organic phases were washed twice with 500 ml of water each time and subsequently dried over magnesium sulfate, filtered and concentrated. Recrystallization from methanol gave 3.5 g of trans-4-(4'-cyano-4-biphenylyl)cyclohexanol.

المصدر