Sodium borohydride → Benzenemethanol, 2-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-

HRID 863782Notes

Reaction equation

HRID 863782 reaction equation
[Si:1]([O:8][C:9]1[CH:16]=[CH:15][CH:14]=[CH:13][C:10]=1[CH:11]=[O:12])([C:4]([CH3:7])([CH3:6])[CH3:5])([CH3:3])[CH3:2].[BH4-].[Na+]>CO>[Si:1]([O:8][C:9]1[CH:16]=[CH:15][CH:14]=[CH:13][C:10]=1[CH2:11][OH:12])([C:4]([CH3:7])([CH3:6])[CH3:5])([CH3:3])[CH3:2]

Participants

4

Reactant 2

HCID 4311764Sodium borohydrideHCID 10900635Benzaldehyde, 2-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-

Product 1

HCID 10966587Benzenemethanol, 2-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-Yield 69.4%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of 28 (200 mg) in methanol (5.5 ml) containing NaBH4 (28 mg) is stirred for 1 hour at room temperature. 29 (140 mg, 68%) is obtained after hydrolysis and customary extraction.

Sources & evidence

ORD record
ord-cface378f1e0442cb06387305829639a
Source dataset
uspto-grants-1996_10
Patent number
US05561119

Reaction notes

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