Diazomethane → Methyl 2-bromo-delta-oxobenzenepentanoate

HRID 1722335Notes

Reaction equation

HRID 1722335 reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8](=[O:15])[CH2:9][CH2:10][CH2:11][C:12]([OH:14])=[O:13].[N+](=[CH2:18])=[N-]>CCOCC>[Br:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8](=[O:15])[CH2:9][CH2:10][CH2:11][C:12]([O:14][CH3:18])=[O:13]

Participants

4

Reactant 2

HCID 9550DiazomethaneHCID 147984685-(2-Bromophenyl)-5-oxovaleric acid

Product 1

HCID 14582851Methyl 2-bromo-delta-oxobenzenepentanoateYield 97%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

To 0.54g (2.0 mmol) of the product of Example 2 dissolved in ether was added an ethereal solution of excess diazomethane at 0°C. to produce a 97% yield of the ester as a yellow oil. The ester was used without further purification.

Sources & evidence

ORD record
ord-fdfd50ba60c24eaa8f04589caa006781
Source dataset
uspto-grants-1989_08
Patent number
US04855324

Reaction notes

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