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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1987829Generated: October 26, 2026

Trichloroacetonitrile → 4-(2-Oxotetrahydrofuran-3-ylthio)benzyl 2,2,2-trichloroacetimidate

https://huagongshe.com/reaction/1987829

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrichloroacetonitrileHCID 11011—
Reactant3-(4-(hydroxymethyl)phenylthio)dihydrofuran-2(3H)-oneHCID 69071899—
Catalyst1,8-Diazabicyclo(5.4.0)undec-7-eneHCID 81184—
Product4-(2-Oxotetrahydrofuran-3-ylthio)benzyl 2,2,2-trichloroacetimidateHCID 6907157096.4%

Reaction Steps

1,8-Diazabicyclo[5.4.0]undec-7-ene (34 mg, 0.22 mmol) was added to a 0° C. solution of 3-(4-(hydroxymethyl)phenylthio)dihydrofuran-2(3H)-one (1.0 g, 4.5 mmol) and 2,2,2-trichloroacetonitrile (3.2 g, 22 mmol). The reaction was stirred for 1 hour, then directly chromatographed (3:7 ethyl acetate/hexanes) to provide the product as a viscous oil (1.6 g, 31%)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07553842B2
Source datasetuspto-grants-2009_06
ORD IDord-802621ec99194a548b093093be445acf
Source noteuspto-grants-2009_06