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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1690638Generated: November 1, 2026

Triethylamine → (R)-Pyrrolidine-1,2-dicarboxylic acid 2-tert-butyl ester 1-ethyl ester

https://huagongshe.com/reaction/1690638

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantEthyl chloroformateHCID 10928—
ReactantH-D-Pro-otbuHCID 6931635—
SolventDichloromethaneHCID 6344—
Product(R)-Pyrrolidine-1,2-dicarboxylic acid 2-tert-butyl ester 1-ethyl esterHCID 66902636—

Reaction Conditions

Temperature0 °C

Reaction Steps

(R)-Pyrrolidine-2-carboxylic acid tert-butyl ester (16.11 g, 94.1 mmol) in DCM (250 ml) under an inert atmosphere of argon is treated with triethyl amine (26 ml, 188 mmol) and then cooled to 0° C. with a ice bath. To this cooled solution is added dropwise ethyl chloroformate (8.99 ml, 94.1 mmol) and the reaction mixture is left to stir at 0° C. for 3 hours. The reaction mixture is washed with 1M HCl (2×100 ml), water, brine, dried over MgSO4 and concentrated in vacuo to yield the titled compound as a clear oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08153669B2
Source datasetuspto-grants-2012_04
ORD IDord-e251b8f6e29141f88cdf18d173c408e0
Source noteuspto-grants-2012_04