6-Chloro-o-cresol → 3-Chloro-4-hydroxy-5-methylbenzonitrile

HRID 245086Notes

Reaction equation

HRID 245086 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([CH3:8])[C:3]=1[OH:9].C(C1C=C(C=C(C)C=1O)[C:15]#[N:16])C>>[Cl:1][C:2]1[CH:7]=[C:6]([CH:5]=[C:4]([CH3:8])[C:3]=1[OH:9])[C:15]#[N:16]

Participants

3

Reactant 2

HCID 68986-Chloro-o-cresolHCID 597599503-Ethyl-4-hydroxy-5-methylbenzonitrile

Product 1

HCID 190383483-Chloro-4-hydroxy-5-methylbenzonitrile

Procedure

The title compound is prepared from commercially available 2-chloro-6-methyl-phenol in analogy to literature procedures (see 3-ethyl-4-hydroxy-5-methyl-benzonitrile); LC-MS: tR=0.85 min. 1H NMR (CDCl3): δ2.33 (s, 3H), 6.10 (s, 1H), 7.38 (s, 1H), 7.53 (d, J=1.8 Hz, 1H).

Sources & evidence

ORD record
ord-e292915cc695425ba70d52795a618835
Source dataset
uspto-grants-2014_02
Patent number
US08658675B2

Reaction notes

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