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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 38286Generated: October 27, 2026

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

https://huagongshe.com/reaction/38286

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantMethyl iodideHCID 6328—
ReactantSodium hydrideHCID 24758—
Reactant[1-(phenylsulfonyl)-3-pyrrolidinyl]-carbamic acid, 1,1-dimethylethyl EsterHCID 86631068—
SolventTetrahydrofuranHCID 8028—
Productmethyl[1-(phenylsulfonyl)-3-pyrrolidinyl]-carbamic Acid, 1,1-dimethylethyl EsterHCID 86631067—

Reaction Steps

To a suspension of sodium hydride (60% dispersion in mineral oil) (49 mg) in tetrahydrofuran (10 ml) was added the product from part (a) (400 mg) as a solution in tetrahydrofuran (5 ml). After 30 minutes methyl iodide (90 ul) was added and the reaction stirred overnight. 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 product. Purification by column chromatography (eluent 20% EtOAc/Hexane) gave the subtitle compound as an oil (235 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08524715B2
Source datasetuspto-grants-2013_09
ORD IDord-9a0be007a6a04a8ea00f5bd270720b31
Source noteuspto-grants-2013_09