Sodium borohydride → 2-Hydroxy-3-(2-chlorophenylthio)benzyl alcohol

HRID 1164089Notes

Reaction equation

HRID 1164089 reaction equation
[OH:1][C:2]1[C:9]([S:10][C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=2[Cl:17])=[CH:8][CH:7]=[CH:6][C:3]=1[CH:4]=[O:5].[BH4-].[Na+]>CO>[OH:1][C:2]1[C:9]([S:10][C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=2[Cl:17])=[CH:8][CH:7]=[CH:6][C:3]=1[CH2:4][OH:5]

Participants

4

Reactant 2

HCID 4311764Sodium borohydrideHCID 205134432-Hydroxy-3-(2-chlorophenylthio)benzaldehyde

Product 1

HCID 539316392-Hydroxy-3-(2-chlorophenylthio)benzyl alcoholYield 102.7%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a suspension of 2-hydroxy-3-(2-chlorophenylthio)benzaldehyde (5.8 g) in methanol (50 ml) was added sodium borohydride (820 mg) at temperature below 15° C. with stirring. The mixture was treated in a similar manner to that of Example 21-(5) to give oily 2-hydroxy-3-(2-chlorophenylthio)benzyl alcohol (6 g). This oily substance was left to stand at room temperature to give crystals.

Workup

  1. additionThe mixture was treated in a similar manner to that of Example 21-(5)

Sources & evidence

ORD record
ord-895029dd627b4737bb6850571508fba6
Source dataset
uspto-grants-1983_01
Patent number
US04367238

Reaction notes

Loading…