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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 733316Generated: October 31, 2026

1,2-Dichloroethane → HCID 10606626, compound

https://huagongshe.com/reaction/733316

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,2-DichloroethaneHCID 11—
ReactantAnilineHCID 6115—
Reactant1-HydroxybenzotriazoleHCID 75771—
Reactant1,2-Pyrrolidinedicarboxylic acid, 1-(1,1-dimethylethyl) ester, (2S)-HCID 85083—
SolventDichloromethaneHCID 6344—
ProductHCID 10606626HCID 10606626—

Reaction Steps

A solution of pyrrolidine-1,2(S)-dicarboxylic acid 1-t-butyl ester (50 g, 233 mmol), EDC (45 g, 233 mmol) and HOBT (12 g, 77.5 mmol) in 1500 ml of dichloromethane was cooled to 0° C. and aniline (21 ml, 233 mmol) was added dropwise over a period of 15 minutes. The mixture was stirred over night, evaporated and partitioned between ethyl acetate and 1N-HCl. The organic layer was washed with saturated sodium bicarbonate solution and brine, dried over anhydrous sodium sulfate and evaporated. The crude solid was crystallized from diethyl ether. Yield: 104 g (quantitative).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07589091B2
Source datasetuspto-grants-2009_09
ORD IDord-3e7ce3cd8b344592ad9564ad10a0b0de
Source noteuspto-grants-2009_09