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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 239160Generated: October 26, 2026

Ethyl bromoacetate → 4-Ethoxycarbonylmethyl-5-oxo-azepane-1,4-dicarboxylic acid 1-tert-butyl ester 4-ethyl ester

https://huagongshe.com/reaction/239160

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl bromoacetateHCID 7748—
ReactantPotassium CarbonateHCID 11430—
Reactant1-tert-Butyl 4-ethyl 5-oxoazepane-1,4-dicarboxylateHCID 4436570—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
Product4-Ethoxycarbonylmethyl-5-oxo-azepane-1,4-dicarboxylic acid 1-tert-butyl ester 4-ethyl esterHCID 8668605361.5%

Reaction Steps

6.7 g potassium carbonate was added to 7 g 5-oxo-azepane-1,4-dicarboxylic acid 1-tert-butyl ester 4-ethyl ester in 50 mL DMF and stirred at RT. After 30 min 6.1 g ethyl bromoacetate was added and the reaction was stirred at RT over night. The reaction was diluted with water and extracted with ethyl acetate/hexane (1/1). The organic phase was washed with brine, dried and concentrated. The residue was purified by column chromatography on silica gel (15% ethyl acetate in hexane) to give 5.6 g of the desired product. (M+H)+=372

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08642774B2
Source datasetuspto-grants-2014_02
ORD IDord-2972aaa25bdb4eb79580b0cea056ee21
Source noteuspto-grants-2014_02