Methanol → 4-Methanesulfonylbutan-1-ol

Temperature

0 °C

4-(Methylthio)butan-1-ol (721 mg, 6.0 mmol) was dissolved in methanol (15 mL) and cooled to 0° C. in an ice bath. 2KHSO5.KHSO4.K2SO4 (4057 mg, 6.60 mmol), dissolved in water (15 mL), was added dropwise over a 10 minute period. Upon completion of addition, the reaction mixture was removed from the ice bath and warmed to room temperature and stirred for one hour. The reaction mixture was diluted with water (15 mL) and extracted with ethyl acetate (50 mL). The aqueous layer was concentrated to dryness, and the residue was diluted with dichloromethane, stirred 30 minutes and filtered. The filtrate was concentrated to give the title compound as a clear oil (825 mg, 90%).

1. additionwas added dropwise over a 10 minute period
2. additionUpon completion of addition
3. customthe reaction mixture was removed from the ice bath
4. temperaturewarmed to room temperature
5. additionThe reaction mixture was diluted with water (15 mL)
6. extractionextracted with ethyl acetate (50 mL)
7. concentrationThe aqueous layer was concentrated to dryness
8. additionthe residue was diluted with dichloromethane
9. stirringstirred 30 minutes
10. filtrationfiltered
11. concentrationThe filtrate was concentrated

ORD record

ord-a634bda474d04a6da0b400dae054ed08

Source dataset

uspto-grants-2015_11

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US09173887B2