Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 256599Generated: October 30, 2026

Ethyl bromoacetate → Diethyl 2-(((benzyloxy)carbonyl)amino)-2-cyanosuccinate

https://huagongshe.com/reaction/256599

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl bromoacetateHCID 7748—
ReactantSodium ethoxideHCID 2723922—
ReactantSodiumHCID 5360545—
ReactantEthyl 2-(((benzyloxy)carbonyl)amino)-2-cyanoacetateHCID 9943163—
SolventEthanolHCID 702—
ProductDiethyl 2-(((benzyloxy)carbonyl)amino)-2-cyanosuccinateHCID 1071270499.1%

Reaction Conditions

Temperature25 °C

Reaction Steps

To a sodium ethoxide solution, which was prepared from sodium (2.11 g) and ethanol (400 ml), were added in turn 2-benzyloxycarbonylamino-2-cyanoacetic acid ethyl ester (24.0 g) and ethyl bromoacetate (15.3 g). The resulting mixture was stirred at 25° C. for 3 hours and concentrated under reduced pressure. The residue was diluted with water and extracted with chloroform. The extracts were washed with water, dried over anhydrous sodium sulfate, and evaporated under reduced pressure to give the title compound (31.6 g, 99%) as a colorless oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05258382
Source datasetuspto-grants-1993_11
ORD IDord-8e8d8fca338c492d9237471db9e0f0b4
Source noteuspto-grants-1993_11