Chlorosulfonic acid → 4-(3-Fluoropropyl)-benzenesulfonyl chloride

Temperatur

2.5 °C

4.1 g of (3-fluoro-propyl)-benzene (29.67 mmol) were dissolved in 40 ml of dichloromethane. At 0-5° C., 6.91 g of chlorosulfonic acid (59.34 mmol), dissolved in 10 ml of dichloromethane, were added dropwise. The reaction mixture was stirred for 45 min at 0-5° C. and then added to a solution of 6.8 g of phosphorous pentachloride (32.63 mmol) dissolved in 50 ml of dichloromethane. The reaction mixture was stirred for 1 h at 5-10° C. The solvent was evaporated, 150 ml of diethyl ether were added, the solution was washed once with 150 ml of ice water, and the organic layer was dried over magnesium sulfate, filtered, and the solvent was evaporated under reduced pressure. The crude product was purified via silica gel chromatography with n-heptane-dichloromethane (11:9) as eluent to give 5.5 g of the title compound.

1. additionwere added dropwise
2. stirringThe reaction mixture was stirred for 1 h at 5-10° C
3. customThe solvent was evaporated
4. addition150 ml of diethyl ether were added
5. washthe solution was washed once with 150 ml of ice water
6. dry with materialthe organic layer was dried over magnesium sulfate
7. filtrationfiltered
8. customthe solvent was evaporated under reduced pressure
9. customThe crude product was purified via silica gel chromatography with n-heptane-dichloromethane (11:9) as eluent

ORD-Eintrag

ord-4a288d8ae5d84d4b83d74a3d325132c6

Quelldatensatz

uspto-grants-2013_02

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US08383641B2