4-Hydroxy-3-methoxybenzonitrile → 3,4-Dihydroxybenzonitrile

HRID 1006706

Reaction equation

HRID 1006706 reaction equation
C1[O:11][C:10]2[CH:9]=[CH:8][C:5]([C:6]#[N:7])=[CH:4][C:3]=2[O:2]1.COC1C=C(C=CC=1O)C#N>>[OH:2][C:3]1[CH:4]=[C:5]([CH:8]=[CH:9][C:10]=1[OH:11])[C:6]#[N:7]

Participants

3

Reactant 2

HCID 781354-Hydroxy-3-methoxybenzonitrileHCID 78136Benzo-1,3-dioxole-5-carbonitrile

Product 1

HCID 870653,4-DihydroxybenzonitrileYield 94%

Procedure

The preparation was carried out according to the process of Example 2a except that 3,4-(methylenedioxy)benzonitrile was used as the starting material instead of 3-methoxy-4-hydroxybenzonitrile to form the reaction mixture. 3,4-Dihydroxybenzonitrile was obtained as a pale brown solid with a yield of 94% and a purity of greater than 97% as indicated by HPLC analysis.

Workup

  1. customto form the reaction mixture

Sources & evidence

ORD record
ord-b3b127888fc44ab8bb3e1a7b9699622b
Source dataset
uspto-grants-2004_09
Patent number
US06790977B2

Linked notes

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