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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 221774Generated: October 31, 2026

tert-Butylsulfonamide → N-(1-(5-bromo-2-fluorophenyl)-3-(tert-butyldimethylsilyloxy)-2,2-difluoropropylidene)-2-methylpropane-2-sulfinamide

https://huagongshe.com/reaction/221774

Reaction equation

Participants

RoleNameHCIDCharge
Reactanttert-ButylsulfonamideHCID 2757335—
Reactant1-(5-Bromo-2-fluorophenyl)-3-(tert-butyldimethylsilyloxy)-2,2-difluoropropan-1-oneHCID 66665771—
SolventTetrahydrofuranHCID 8028—
ProductN-(1-(5-bromo-2-fluorophenyl)-3-(tert-butyldimethylsilyloxy)-2,2-difluoropropylidene)-2-methylpropane-2-sulfinamideHCID 86650272—

Reaction Steps

To a solution of 1-(5-bromo-2-fluorophenyl)-3-(tert-butyldimethylsilyloxy)-2,2-difluoropropan-1-one (16.0 g, 40.4 mmol) in dry THF (350 mL) was added Ti(OEt)4 (16.7 mL, 80.4 mmol) and 2-Methyl-2-propane sulfonamide (5.8 g, 48.4 mmol) and refluxed for 16 h. Reaction mixture was concentrated under reduced pressure and the crude residue was directly purified by column chromatography on silica gel with 3% ethyl acetate in Hexane to furnish title compound as a colorless liquid. Yield=13.1 g (65.5%). TLC (10% ethyl acetate in Hexane): Rf=0.2),

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08207164B2
Source datasetuspto-grants-2012_06
ORD IDord-13511ead2b004131b97131e7e4c9d0dd
Source noteuspto-grants-2012_06