Diazomethane → Methyl 2-bromo-delta-oxobenzenepentanoate

HRID 1073566Notes

Reaction equation

HRID 1073566 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 0.54 g (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-9237a7581eb14403b63404293bbd7d96
Source dataset
uspto-grants-1990_11
Patent number
US04970229

Reaction notes

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