Sodium borohydride → HCID 178521552, compound
Reaction equation
[Cl:1][CH2:2][CH2:3][CH2:4][O:5][C:6]1[CH:11]=[CH:10][C:9]([CH:12]2[CH2:17][CH2:16][C:15](=[O:18])[CH2:14][CH2:13]2)=[CH:8][CH:7]=1.[BH4-].[Na+]>CO>[Cl:1][CH2:2][CH2:3][CH2:4][O:5][C:6]1[CH:11]=[CH:10][C:9]([C@H:12]2[CH2:17][CH2:16][C@H:15]([OH:18])[CH2:14][CH2:13]2)=[CH:8][CH:7]=1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
A solution of 4-[4-(3-chloropropoxy)phenyl]cyclohexanone (800 mg) in methanol (10 mL) is cooled to a temperature close to 0° C. Sodium borohydride (57 mg) is added and the mixture stirred for one hour at room temperature, then concentrated under reduced pressure. Water (15 mL) is added and the insoluble separated by filtration, rinsed with diethyl ether and dried under reduced pressure to give 550 mg of trans-4-[4-(3-chloropropoxy)phenyl]cyclohexanol as a white solid used without further purification.