HuagongsheHuagongshe Chemistry Print Report · For research reference only
tert-Butylsulfonamide → N-(1-(5-bromo-2-fluorophenyl)-3-(tert-butyldimethylsilyloxy)-2,2-difluoropropylidene)-2-methylpropane-2-sulfinamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | tert-Butylsulfonamide | HCID 2757335 | — |
| Reactant | 1-(5-Bromo-2-fluorophenyl)-3-(tert-butyldimethylsilyloxy)-2,2-difluoropropan-1-one | HCID 66665771 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | N-(1-(5-bromo-2-fluorophenyl)-3-(tert-butyldimethylsilyloxy)-2,2-difluoropropylidene)-2-methylpropane-2-sulfinamide | HCID 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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08207164B2 |
| Source dataset | uspto-grants-2012_06 |
| ORD ID | ord-13511ead2b004131b97131e7e4c9d0dd |
| Source note | uspto-grants-2012_06 |