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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1995107Generated: October 26, 2026

Toluene → Tert-butyl (2S)-1-(carbonochloridoyl)pyrrolidine-2-carboxylate

https://huagongshe.com/reaction/1995107

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolueneHCID 1140—
ReactantPhosgeneHCID 6371—
ReactantTriethylamineHCID 8471—
ReactantL-Proline 1,1-dimethylethyl esterHCID 6453108—
SolventTetrahydrofuranHCID 8028—
ProductTert-butyl (2S)-1-(carbonochloridoyl)pyrrolidine-2-carboxylateHCID 14552297—

Reaction Steps

A solution of 0.961 g (5.62 mmol) of t-butyl prolinate and 0.80 ml (5.76 mmol) of triethylamine in 4.2 ml of dry tetrahydrofuran was added dropwise to a stirring solution of phosgene in toluene (12.5%, 5.9 ml, 6.74 mmol) precooled to 0°. The reaction was allowed to warm to room temperature and stirred for an additional hour. After filtering and concentrating, a yellow oil was obtained which was used directly for the next step, B.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04402969
Source datasetuspto-grants-1983_09
ORD IDord-c25d5f9ac334406ab512ec3553797972
Source noteuspto-grants-1983_09