تفاعل #5399

معادلة التفاعل

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

3,4-dihydro-2H-pyran

bistrimethylsilyl sulfate

→

trans-4-(4'-cyano-4-biphenylyl)cyclohexyl tetrahydropyranyl ether

المذيبات

dichloromethane

dichloromethane

ظروف التفاعل

المعالجة

1. 1
   غسيلwashed once with sodium carbonate solution and twice with water
2. 2
   تجفيفsubsequently dried over magnesium sulfate
3. 3
   ترشيحfiltered
4. 4
   تركيزconcentrated
5. 5
   أخرىThe crude product was purified by chromatography on silica gel with toluene/ethyl acetate (vol. 9:1)
6. 6
   أخرىRecrystallization from ethyl acetate at -20° C.

الإجراء التجريبي

A solution of 3.0 g of trans-4-(4'-cyano-4-biphenylyl)cyclohexanol, 1.1 ml of 3,4-dihydro-2H-pyran in 30 ml of dichloromethane was treated at 0° C. with a solution of 0.007 g of bistrimethylsilyl sulfate in 2 ml of dichloromethane. The reaction mixture was stirred at 0° C. for a further 30 minutes and then washed once with sodium carbonate solution and twice with water and subsequently dried over magnesium sulfate, filtered and concentrated. The crude product was purified by chromatography on silica gel with toluene/ethyl acetate (vol. 9:1). Recrystallization from ethyl acetate at -20° C. gave 1.75 g of pure trans-4-(4'-cyano-4-biphenylyl)cyclohexyl tetrahydropyranyl ether.

المصدر