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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1778124Generated: October 30, 2026

Trifluoroacetic acid → Ethyl(S-methylsulfonimidoyl)acetate

https://huagongshe.com/reaction/1778124

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
Reactantethyl [N-(tert-butoxycarbonyl)-S-methylsulfonimidoyl]acetateHCID 118152570—
SolventDichloromethaneHCID 6344—
ProductEthyl(S-methylsulfonimidoyl)acetateHCID 118152571—

Reaction Steps

A solution of ethyl [N-(tert-butoxycarbonyl)-S-methylsulfonimidoyl]acetate in dichloromethane (2.5 mL) was cooled to 0° C. followed by a dropwise addition of trifluoroacetic acid (0.79 mL). The reaction was then stirred at RT for 2 hours. The excess TFA was removed under reduced pressure and the oily residue was partitioned between EtOAc and saturated aq NaHCO3/brine. The organic layer was separated, washed with brine (1×), and dried over Na2SO4. The upper solution layer was decanted and concentrated yielding the title compound as a brown oil (49 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09266869B2
Source datasetuspto-grants-2016_02
ORD IDord-5fdff88066e54238963fa789ebdeefba
Source noteuspto-grants-2016_02