Water → HCID 86642970, compound

To a suspension of 67.50 g of a double salt 2KHSO5.KHSO4.K2SO4 (Oxone, registered trade mark) in 100 ml of water was added dropwise a solution of 17.82 g of (4,4,4-trifluorobutylthio)acetonitrile in 100 ml of methanol at room temperature over 60 minutes under a nitrogen atmosphere, and the mixture was stirred overnight. To the reaction mixture was added 50 ml of an aqueous 10% sodium sulfite solution, followed by extraction with 200 ml of ethyl acetate twice. Organic layers were combined, washed with 50 ml of an aqueous 10% sodium sulfite solution and 50 ml of an aqueous saturated sodium chloride solution, dried over sodium sulfate, filtered, and then concentrated under rescued pressure. The residue was subjected to silica gel column chromatography to obtain 22.34 g of (4,4,4-trifluorobutyl sulfonyl)acetonitrile represented by the formula:

1. extractionfollowed by extraction with 200 ml of ethyl acetate twice
2. washwashed with 50 ml of an aqueous 10% sodium sulfite solution and 50 ml of an aqueous saturated sodium chloride solution
3. dry with materialdried over sodium sulfate
4. filtrationfiltered
5. concentrationconcentrated under rescued pressure

ORD record

ord-e0552944bdea4ebaac18bbd0322a97f1

Source dataset

uspto-grants-2012_08

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08247596B2