4-[(1R)-1-Hydroxyethyl]benzonitrile → 4'-Cyanoacetophenone

HRID 844028Notes

Reaction equation

HRID 844028 reaction equation
[OH:1][C@@H:2]([C:4]1[CH:11]=[CH:10][C:7]([C:8]#[N:9])=[CH:6][CH:5]=1)[CH3:3]>C1(C)C=CC=CC=1>[C:2]([C:4]1[CH:11]=[CH:10][C:7]([C:8]#[N:9])=[CH:6][CH:5]=1)(=[O:1])[CH3:3]

Participants

3

Reactant 1

HCID 111055104-[(1R)-1-Hydroxyethyl]benzonitrile

Product 1

HCID 740444'-Cyanoacetophenone

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

Prepared in an analogous manner to that of Preparation 247 starting with (R)-(+)-4-(1-Hydroxy-ethyl)-benzonitrile which is obtained from 4-acetylbenzonitrile using 1.0 M (S)-2-Methyl-CBS-oxazaborolidine in toluene in an analogous fashion as in Preparation 248.

Workup

  1. customPrepared in an analogous manner to that

Sources & evidence

ORD record
ord-d3e91073a81748c28a4855bfaa2ddc30
Source dataset
uspto-grants-2002_04
Patent number
US06380218B1

Reaction notes

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