3-Acetylbenzonitrile → 3-(1-hydroxyethyl)benzonitrile

HRID 557649Notes

Reaction equation

HRID 557649 reaction equation
[C:1]([C:4]1[CH:5]=[C:6]([CH:9]=[CH:10][CH:11]=1)[C:7]#[N:8])(=[O:3])[CH3:2].[BH4-].[Na+]>CO>[OH:3][CH:1]([C:4]1[CH:5]=[C:6]([CH:9]=[CH:10][CH:11]=1)[C:7]#[N:8])[CH3:2]

Participants

4

Reactant 2

HCID 802223-AcetylbenzonitrileHCID 4311764Sodium borohydride

Product 1

HCID 112288753-(1-hydroxyethyl)benzonitrile

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of 3-acetylbenzonitrile (1 equivalent) in methanol at room temperature was added sodium borohydride (approx. 1.67 equivalents), and the reaction was stirred for approximately 20 minutes. Aqueous work-up provided the title compound.

Sources & evidence

ORD record
ord-a46fdb45ee294e8c81ecbe0efb15c824
Source dataset
uspto-grants-2011_11
Patent number
US08058300B2

Reaction notes

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