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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1191109Generated: November 1, 2026

Sodium hydride → HCID 58495519, compound

https://huagongshe.com/reaction/1191109

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
Reactant4-(Bromoacetyl)benzonitrileHCID 98654—
Reactant2,2,2-TrifluoroethanethiolHCID 4133924—
SolventTetrahydrofuranHCID 8028—
ProductHCID 58495519HCID 5849551984%

Reaction Steps

To a solution of 2,2,2-trifluoroethanethiol (1.5 mL, 17.2 mmol) in anhydrous THF (28 mL) at 0° C. under nitrogen, add sodium hydride (629 mg, 15.7 mmol) and stir for 15 min. Then, add 4-cyanophenacyl bromide (3.2 g, 14.3 mmol) and stir at ambient temperature overnight. Quench with water and extract with EtOAc. Dry the combined organics extracts over MgSO4, filter and concentrate in vacuo. Purify the crude mixture by chromatography on silica gel eluting with hexane/EtOAc (7:3) to obtain the desired intermediate (3.1 mg, 84%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08680091B2
Source datasetuspto-grants-2014_03
ORD IDord-c071cac56c134fb59b1c86218108c29a
Source noteuspto-grants-2014_03