3-Chloro-4-hydroxybenzaldehyde → Benzonitrile, 3-chloro-4-hydroxy-

HRID 1053867Notes

Reaction equation

HRID 1053867 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH:7]=[CH:8][C:9]=1[OH:10])[CH:5]=O.[Cl-].O[NH3+:13]>>[Cl:1][C:2]1[CH:3]=[C:4]([CH:7]=[CH:8][C:9]=1[OH:10])[C:5]#[N:13]

Participants

3

Reactant 2

HCID 170223-Chloro-4-hydroxybenzaldehydeHCID 21645Hydroxylamine HCl

Product 1

HCID 2735739Benzonitrile, 3-chloro-4-hydroxy-

Procedure

The title compound was prepared from 3-chloro-4-hydroxybenzaldehyde and hydroxyl ammonium chloride, using the same method as that described for preparation 70. The title compound was purified by column chromatography on silica gel, eluting with pentane:ethyl acetate, 100:0 to 90:10, to afford the title compound as a white solid in 76% yield.

Workup

  1. customthat described for preparation 70
  2. customThe title compound was purified by column chromatography on silica gel
  3. washeluting with pentane

Sources & evidence

ORD record
ord-dac0a400191e41a8885ea830f648b4c7
Source dataset
uspto-grants-2016_07
Patent number
US09394278B2

Reaction notes

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