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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 38285Generated: October 29, 2026

Water → [1-(phenylsulfonyl)-3-pyrrolidinyl]-carbamic acid, 1,1-dimethylethyl Ester

https://huagongshe.com/reaction/38285

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantBenzenesulfonyl chlorideHCID 7369—
ReactantTriethylamineHCID 8471—
Reactanttert-butyl N-(pyrrolidin-3-yl)carbamateHCID 2757234—
SolventDiethyl EtherHCID 3283—
SolventTetrahydrofuranHCID 8028—
Product[1-(phenylsulfonyl)-3-pyrrolidinyl]-carbamic acid, 1,1-dimethylethyl EsterHCID 86631068—

Reaction Steps

To a solution of 3-(tert-butoxycarbonylamino)pyrrolidine (0.7 g) in THF (20 ml) cooled to 0° C. was added triethylamine (0.52 ml) followed by the addition of benzenesulfonyl chloride (0.48 ml) dropwise over 5 minutes. After stirring for 2 hours the mixture was poured into water and the organics extracted into ether. The ether extractions were combined, washed with brine, dried (MgSO4) and concentrated in vacuo to give crude material. Trituration with ether gave subtitle compound as a colourless solid (0.9 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08524715B2
Source datasetuspto-grants-2013_09
ORD IDord-f31e532c9bd8475da309965169bbd376
Source noteuspto-grants-2013_09