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O-methylhydroxylammonium chloride → 2-Bromophenylglyoxylic Acid Methyl Ester-O-methyloxime

HRID 233777
Notes
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Reaction equation

HRID 233777 reaction equation
[CH3:1][O:2][NH3+:3].[Cl-].[Br:5][C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][C:7]=1[C:12](=O)[C:13]([O:15][CH3:16])=[O:14]>CO>[CH3:1][O:2][N:3]=[C:12]([C:7]1[CH:8]=[CH:9][CH:10]=[CH:11][C:6]=1[Br:5])[C:13]([O:15][CH3:16])=[O:14]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 2

HCID 11639O-methylhydroxylammonium chlorideHCID 10890094Methyl 2-(2-bromophenyl)-2-oxoacetate

Product 1

HCID 537288432-Bromophenylglyoxylic Acid Methyl Ester-O-methyloxime

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

5.2 g (62 mmol) of 0-methylhydroxylamine hydrochloride is added to a solution of 10 g (41 mmol) of methyl 2-bromophenylglyoxylate in 30 ml of methanol, and the mixture is refluxed for 2 hours. The mixture is evaporated down, and the residue is taken up in ethyl acetate and washed with water. After drying and evaporating down, there remains 6.9 g (62%) of compound E.

Workup

  1. temperaturethe mixture is refluxed for 2 hours
  2. customThe mixture is evaporated down
  3. washwashed with water
  4. customAfter drying
  5. customevaporating down

Sources & evidence

ORD record
ord-d1c21c15754549efba5b4bfe8c4a63c4
Source dataset
uspto-grants-1997_01
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US05594020

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes