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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 539621Generated: October 30, 2026

[2-tert-Butoxycarbonylamino-2-(4-fluoro-phenyl)-ethylsulfanyl]-acetic acid methyl ester → 5-(4-Fluoro-phenyl)-thiomorpholin-3-one

https://huagongshe.com/reaction/539621

Reaction equation

Participants

RoleNameHCIDCharge
Reactant[2-tert-Butoxycarbonylamino-2-(4-fluoro-phenyl)-ethylsulfanyl]-acetic acid methyl esterHCID 58200302—
SolventTrifluoroacetic acidHCID 6422—
Product5-(4-Fluoro-phenyl)-thiomorpholin-3-oneHCID 58200283100.7%

Reaction Steps

A solution of [2-tert-butoxycarbonylamino-2-(4-fluoro-phenyl)-ethylsulfanyl]-acetic acid methyl ester (3.23 g, 9.4 mmol) in trifluoroacetic acid (10 mL) was stirred at 50° C. for 10 hours. The solution was then concentrated under reduced pressure, and the residue was partitioned between saturated aqueous sodium bicarbonate and dichloromethane. The organic layer was separated, dried (Na2SO4), filtered and concentrated under reduced pressure to give 2.0 g of 5-(4-fluoro-phenyl)-thiomorpholin-3-one, MP=111-112° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08871760B2
Source datasetuspto-grants-2014_10
ORD IDord-639b13e750a24b7a958ef592185abbcf
Source noteuspto-grants-2014_10