Sodium borohydride → [5-(4-Bromo-2-hydroxymethyl-phenoxy)-2-chloro-phenyl]-acetic acid ethyl ester

HRID 885289Notes

Reaction equation

HRID 885289 reaction equation
[CH2:1]([O:3][C:4](=[O:23])[CH2:5][C:6]1[CH:11]=[C:10]([O:12][C:13]2[CH:18]=[CH:17][C:16]([Br:19])=[CH:15][C:14]=2[CH:20]=[O:21])[CH:9]=[CH:8][C:7]=1[Cl:22])[CH3:2].[BH4-].[Na+]>CO>[CH2:1]([O:3][C:4](=[O:23])[CH2:5][C:6]1[CH:11]=[C:10]([O:12][C:13]2[CH:18]=[CH:17][C:16]([Br:19])=[CH:15][C:14]=2[CH2:20][OH:21])[CH:9]=[CH:8][C:7]=1[Cl:22])[CH3:2]

Participants

4

Reactant 2

HCID 4311764Sodium borohydrideHCID 58237600[5-(4-Bromo-2-formyl-phenoxy)-2-chloro-phenyl]-acetic acid ethyl ester

Product 1

HCID 58237446[5-(4-Bromo-2-hydroxymethyl-phenoxy)-2-chloro-phenyl]-acetic acid ethyl esterYield 98.8%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To [5-(4-bromo-2-formyl-phenoxy)-2-chloro-phenyl]-acetic acid ethyl ester (0.3 g, 0.76 mmol) in MeOH (20 mL) was added sodium borohydride (0.03 g, 0.78 mmol), and the mixture was stirred at room temperature for 10 minutes. The mixture was worked-up to give the desired product (0.3 g).

Sources & evidence

ORD record
ord-d5ea3a48f0ae4068b5f8a59bf610fcec
Source dataset
uspto-grants-2012_08
Patent number
US08242145B2

Reaction notes

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