Sodium borohydride → [3-(4-Chloro-2-hydroxymethyl-phenoxy)-4-methoxy-phenyl]acetic acid ethyl ester

HRID 656731Notes

Reaction equation

HRID 656731 reaction equation
[CH2:1]([O:3][C:4](=[O:24])[CH2:5][C:6]1[CH:11]=[CH:10][C:9]([O:12][CH3:13])=[C:8]([O:14][C:15]2[CH:20]=[CH:19][C:18]([Cl:21])=[CH:17][C:16]=2[CH:22]=[O:23])[CH:7]=1)[CH3:2].[BH4-].[Na+]>CO>[CH2:1]([O:3][C:4](=[O:24])[CH2:5][C:6]1[CH:11]=[CH:10][C:9]([O:12][CH3:13])=[C:8]([O:14][C:15]2[CH:20]=[CH:19][C:18]([Cl:21])=[CH:17][C:16]=2[CH2:22][OH:23])[CH:7]=1)[CH3:2]

Participants

4

Reactant 2

HCID 4311764Sodium borohydrideHCID 58237578[3-(4-Chloro-2-formyl-phenoxy)-4-methoxy-phenyl]-acetic acid ethyl ester

Product 1

HCID 58237450[3-(4-Chloro-2-hydroxymethyl-phenoxy)-4-methoxy-phenyl]acetic acid ethyl ester

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To [3-(4-chloro-2-formyl-phenoxy)-4-methoxy-phenyl]-acetic acid ethyl ester (0.9 g, 2.6 mmol) in MeOH (30 mL) was added sodium borohydride (0.11 g, 2.9 mmol), and the mixture was stirred at room temperature for 10 minutes. The mixture was worked-up to give the title compound.

Sources & evidence

ORD record
ord-173fcf973ce4480cb18769e4b78ab1c6
Source dataset
uspto-grants-2011_12
Patent number
US08071807B2

Reaction notes

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