تفاعل #674307

معادلة التفاعل

sodium borohydride

ethyl 4-(benzyloxy)-1-cyanocyclohexanecarboxylate

H2O

→

4-(benzyloxy)-1-(hydroxymethyl)cyclohexanecarbonitrile

المردود 116.9%

المذيبات

THF H2O

THF

ظروف التفاعل

المعالجة

1. 1
   تركيزIt was concentrated
2. 2
   أخرىto give the white solid
3. 3
   استخلاصThe aqueous phase was extracted with EtOAc (4×30 mL)
4. 4
   غسيلThe combined organic solution was washed with brine (30 mL)
5. 5
   تجفيفdried over anhydrous Na2SO4
6. 6
   تركيزconcentrated

الإجراء التجريبي

To a solution of sodium borohydride (186 mg, 4.92 mmol, 2.5 equiv) in THF/H2O (5/0.5 mL) was added a solution of ethyl 4-(benzyloxy)-1-cyanocyclohexanecarboxylate (565 mg, 1.97 mmol, 1.0 equiv) in THF (dry, 3 mL) dropwise. The reaction mixture was stirred at room temperature for 18 hrs. It was concentrated to give the white solid. H2O (20 mL) was added. The aqueous phase was extracted with EtOAc (4×30 mL). The combined organic solution was washed with brine (30 mL), dried over anhydrous Na2SO4 and then concentrated to give 565 mg of crude 4-(benzyloxy)-1-(hydroxymethyl)cyclohexanecarbonitrile as a colorless sticky oil which was not purified and submitted for the next reaction.

المصدر