3-(2-Bromo-1,1-dimethoxy-ethyl)-benzoic acid methyl ester → 3-Oxo-3-[3-(2-bromo-1,1-dimethoxy-ethyl)-phenyl]-propionic acid tert-butyl ester

HRID 1265599Notes

Reaction equation

HRID 1265599 reaction equation
CO[C:3](=[O:17])[C:4]1[CH:9]=[CH:8][CH:7]=[C:6]([C:10]([O:15][CH3:16])([O:13][CH3:14])[CH2:11][Br:12])[CH:5]=1.[C:18]([O:21][C:22]([CH3:25])([CH3:24])[CH3:23])(=[O:20])[CH3:19].[Li]>>[C:22]([O:21][C:18](=[O:20])[CH2:19][C:3](=[O:17])[C:4]1[CH:9]=[CH:8][CH:7]=[C:6]([C:10]([O:13][CH3:14])([O:15][CH3:16])[CH2:11][Br:12])[CH:5]=1)([CH3:25])([CH3:24])[CH3:23]

Participants

3

Reactant 2

HCID 696884803-(2-Bromo-1,1-dimethoxy-ethyl)-benzoic acid methyl esterHCID 86586795Lithium Tert-butyl Acetate

Product 1

HCID 696887173-Oxo-3-[3-(2-bromo-1,1-dimethoxy-ethyl)-phenyl]-propionic acid tert-butyl ester

Procedure

3-(2-Bromo-1,1-dimethoxy-ethyl)-benzoic acid methyl ester (3.9 g) was treated with lithium tert.-butyl acetate according to the general procedure K (method b) to give 3-oxo-3-[3-(2-bromo-1,1-dimethoxy-ethyl)-phenyl]-propionic acid tert-butyl ester (2.8 g) as a yellow oil.

Sources & evidence

ORD record
ord-39fe6e7e734249ba9a24696a80add4ea
Source dataset
uspto-grants-2003_04
Patent number
US06544985B2

Reaction notes

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