Sodium borohydride → [3-(2-Hydroxymethyl-4-methyl-phenoxy)-phenyl]-acetic acid ethyl ester

HRID 885239Notes

Reaction equation

HRID 885239 reaction equation
[CH2:1]([O:3][C:4](=[O:22])[CH2:5][C:6]1[CH:11]=[CH:10][CH:9]=[C:8]([O:12][C:13]2[CH:18]=[CH:17][C:16]([CH3:19])=[CH:15][C:14]=2[CH:20]=[O:21])[CH:7]=1)[CH3:2].[BH4-].[Na+]>CO>[CH2:1]([O:3][C:4](=[O:22])[CH2:5][C:6]1[CH:11]=[CH:10][CH:9]=[C:8]([O:12][C:13]2[CH:18]=[CH:17][C:16]([CH3:19])=[CH:15][C:14]=2[CH2:20][OH:21])[CH:7]=1)[CH3:2]

Participants

4

Reactant 2

HCID 4311764Sodium borohydrideHCID 58237466[3-(2-Formyl-4-methyl-phenoxy)-phenyl]-acetic acid ethyl ester

Product 1

HCID 58237434[3-(2-Hydroxymethyl-4-methyl-phenoxy)-phenyl]-acetic acid ethyl esterYield 99.4%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To [3-(2-formyl-4-methyl-phenoxy)-phenyl]-acetic acid ethyl ester (0.20 g, 0.67 mmol) in MeOH (20 mL) was added sodium borohydride (0.03 g, 0.8 mmol), and the reaction was stirred for 10 minutes at room temperature. Once no starting material was seen by analytical tlc, the mixture was worked-up to give the desired product (0.20 g).

Sources & evidence

ORD record
ord-adc23719ba724b6197ff409fc72a1b39
Source dataset
uspto-grants-2012_08
Patent number
US08242145B2

Reaction notes

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