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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2255101Generated: November 2, 2026

Ethyl 4-chlorobenzoate → 1,1-Dimethylethyl N-[2-[(4-chlorobenzoyl)amino]ethyl]carbamate

https://huagongshe.com/reaction/2255101

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl 4-chlorobenzoateHCID 81785—
ReactantN-BOC-ethylenediamineHCID 187201—
SolventWaterHCID 962—
Product1,1-Dimethylethyl N-[2-[(4-chlorobenzoyl)amino]ethyl]carbamateHCID 1357689326.1%

Reaction Steps

9.25 g of ethyl 4-chlorobenzoate and 16.0 g of N-(t-butoxycarbonyl)ethylenediamine are stirred at 130° for 15 hours. The mixture is cooled to room temperature, taken up in 100 ml of water and extracted three times with 50 ml of ethyl acetate each time. The ethyl acetate extract is washed twice with 50 ml of water each time, dried over sodium sulfate and evaporated to dryness. The crystalline residue is taken up in isopropyl ether and filtered off under suction. There are obtained 3.9 g of t-butyl [2-(4-chlorobenzamido)ethyl]carbamate, m.p. 141°-143°.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05238962
Source datasetuspto-grants-1993_08
ORD IDord-93f7399e32ea45c39194eea2b0df943c
Source noteuspto-grants-1993_08