Diazomethane → Methyl 2-methoxyimino-2-(3-chloro-4-hydroxyphenyl)acetate

HRID 2351177Notes

Reaction equation

HRID 2351177 reaction equation
[CH3:1][O:2][N:3]=[C:4]([C:8]1[CH:13]=[CH:12][C:11]([OH:14])=[C:10]([Cl:15])[CH:9]=1)[C:5]([OH:7])=[O:6].[N+](=[CH2:18])=[N-]>>[CH3:1][O:2][N:3]=[C:4]([C:8]1[CH:13]=[CH:12][C:11]([OH:14])=[C:10]([Cl:15])[CH:9]=1)[C:5]([O:7][CH3:18])=[O:6]

Participants

3

Reactant 2

HCID 9550DiazomethaneHCID 1360939502-Methoxyimino-2-(3-chloro-4-hydroxyphenyl)acetic acid

Product 1

HCID 136176295Methyl 2-methoxyimino-2-(3-chloro-4-hydroxyphenyl)acetate

Procedure

2-Methoxyimino-2-(3-chloro-4-hydroxyphenyl)acetic acid (a mixture of syn and anti isomers) (7 g.) and diazomethane (1.5 g.) were reacted and the product was purified by column chromatography according to a similar manner to that of Preparation (5-3) (b) to give crystals of methyl 2-methoxyimino-2-(3-chloro-4-hydroxyphenyl)acetate (syn isomer) (3.0 g.).

Workup

  1. customwere reacted
  2. customthe product was purified by column chromatography
  3. customof Preparation (5-3) (b)

Sources & evidence

ORD record
ord-f5ffa53e79784aea88fae43878bb4633
Source dataset
uspto-grants-1989_10
Patent number
US04871860

Reaction notes

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