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Diazomethane → Methyl 2-(2-bromoethyl)benzoate

HRID 273687
Notes
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Reaction equation

HRID 273687 reaction equation
[Br:1][CH2:2][CH2:3][C:4]1[CH:12]=[CH:11][CH:10]=[CH:9][C:5]=1[C:6]([OH:8])=[O:7].[N+](=[CH2:15])=[N-]>CCOCC>[Br:1][CH2:2][CH2:3][C:4]1[CH:12]=[CH:11][CH:10]=[CH:9][C:5]=1[C:6]([O:8][CH3:15])=[O:7]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 2

HCID 9550DiazomethaneHCID 186208182-(2-Bromoethyl)benzoic acid

Product 1

HCID 12496479Methyl 2-(2-bromoethyl)benzoate

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

2-(2-Bromoethyl)-benzoic acid (11.4 g, 50 mmol) is added to a solution of diazomethan in ether at 0° C. The reaction mixture is concentrated in vacuo, and the residue purified by chromatography to give the desired compound as a colourless oil.

Workup

  1. concentrationThe reaction mixture is concentrated in vacuo
  2. customthe residue purified by chromatography

Sources & evidence

ORD record
ord-da5ac1400293420aaaabc1b65bdad173
Source dataset
uspto-grants-1995_02
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US05387582

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes