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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1901112Generated: October 30, 2026

Ethyl Acetate → S-(2-Trimethylsilylethyl)-3-fluoro-5-phenylthiophenol

https://huagongshe.com/reaction/1901112

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
ReactantSodium hydrideHCID 24758—
Reactant2-(Trimethylsilyl)ethanethiolHCID 205521—
Reactant3,5-DifluorobiphenylHCID 13022391—
SolventDimethylformamideHCID 6228—
ProductS-(2-Trimethylsilylethyl)-3-fluoro-5-phenylthiophenolHCID 57070644—

Reaction Conditions

Temperature110 °C

Reaction Steps

To a suspension of NaH (360 mg) in DMF (10 mL) at 0° C. was added 2-(trimethylsilyl)ethanethiol (1.8 mL). After 10 min., a solution of 1,3-difluoro-5-phenylbenzene (1.9 g) in DMF (5 mL) was added and the resulting mixture was heated at 110° C. for 2.5 h. Ethyl acetate was added and the solution was washed with 1N HCl, H2O and brine. Concentration and chromatography (silica gel; hexane/EtOAc (98:2)) provided the title compound as a liquid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05576338
Source datasetuspto-grants-1996_11
ORD IDord-b5f33523b9b84f7daf7281a35877f702
Source noteuspto-grants-1996_11