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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 926693Generated: October 30, 2026

tert-Butylsulfinamide, (S)-(-)- → HCID 89618849, compound

https://huagongshe.com/reaction/926693

Reaction equation

Participants

RoleNameHCIDCharge
Reactanttert-Butylsulfinamide, (S)-(-)-HCID 11355477—
Reactant4-Chloro-1-(2,5-difluorophenyl)butan-1-oneHCID 65811421—
CatalystTitanium tetraethoxideHCID 76524—
SolventTetrahydrofuranHCID 8028—
ProductHCID 89618849HCID 8961884986.4%

Reaction Conditions

Temperature27.5 °C

Reaction Steps

Titanium (IV) ethoxide (54.77 g, 240.13 mmol) was added to a solution of 4-chloro-1-(2,5-difluorophenyl)butan-1-one (35 g, 160.09 mmol) and (S)-2-methylpropane-2-sulfinamide (29.1 g, 240.13 mmol) in THF (400 mL) with stirring. The mixture was stirred continuously at 70° C. for 16 h. Reaction mixture was then cooled to a temperature of 20-35° C., quenched with saturated aqueous NH4Cl solution, diluted with ethylacetate and filtered. The filtrate was washed with water followed by brine solution. The organic layer was separated, dried over anhydrous sodium sulfate and concentrated under reduced pressure to afford 44.5 g of the title compound as a colourless liquid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09289419B2
Source datasetuspto-grants-2016_03
ORD IDord-d8d5b022042645259760a7ef3e0549d1
Source noteuspto-grants-2016_03