Sodium borohydride → 2-Chloro-alpha-methyl-3-nitrobenzenemethanol

HRID 2051235Notes

Reaction equation

[Cl:1][C:2]1[C:7]([N+:8]([O-:10])=[O:9])=[CH:6][CH:5]=[CH:4][C:3]=1[C:11](=[O:13])[CH3:12].[BH4-].[Na+]>>[Cl:1][C:2]1[C:7]([N+:8]([O-:10])=[O:9])=[CH:6][CH:5]=[CH:4][C:3]=1[CH:11]([CH3:12])[OH:13]

Participants

Reactant 2

HCID 4311764Sodium borohydride

HCID 124638851-(2-Chloro-3-nitrophenyl)ethanone

Product 1

HCID 157357202-Chloro-alpha-methyl-3-nitrobenzenemethanolYield 83.4%

Procedure

According to the procedure of Example 3, 1-(2-chloro-3-nitrophenyl)ethanone (9.0 g, 44.6 mmol) is reacted with sodium borohydride (0.84 g, 22.3 mmol) to give 2-chloro-α-methyl-3-nitrobenzenemethanol (7.5 g, 83%), mp=62-64° C.

Sources & evidence

ORD record: ord-196ff7a0f53c4d9fa3b2fd6c61ddd9e1
Source dataset: uspto-grants-1991_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05017604

Reaction notes

Loading…