3-(Methylthio)-1-propanol → 3-(Methylsulfanyl)propyl methanesulfonate

Temperature

-78 °C

To a solution of 3-(methylthio)propan-1-ol in dichloromethane (0.2 M) was added sequentially at −78° C. Hunig's base (1.3 eq.) and methanesulfonyl chloride (1.3 eq.). The resulting reaction mixture was stirred at −78° C. for 1 h and then warmed slowly to RT. The reaction was quenched with sat. aq. NH4Cl and then extracted with ether. The combined organic extracts were washed with water and brine, dried over MgSO4, and filtered. Concentrated of the filtrate in vacuo afforded the title compound as a yellow oil.

1. customThe resulting reaction mixture
2. temperaturewarmed slowly to RT
3. customThe reaction was quenched with sat. aq. NH4Cl
4. extractionextracted with ether
5. washThe combined organic extracts were washed with water and brine
6. dry with materialdried over MgSO4
7. filtrationfiltered
8. concentrationConcentrated of the filtrate in vacuo

ORD record

ord-deb24d9f41844cfbaf0712a398b6063c

Source dataset

uspto-grants-2011_11

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08063105B2