Chlorosulfonic acid → HCID 43151386, compound

To a solution of crude 1-methanesulfonyl-4-methoxybenzene (8 mmol) in dry dichloromethane (20 mL), chlorosulfonic acid (1 mL) was added dropwise at 0° C. The reaction mixture was warm to room temperature followed by the addition of PCl5 (0.5 g). The resulting reaction mixture was refluxed for 1 h. After cooling to room temperature, the reaction mixture was poured into stirring ice water (50 mL). The water layer was then extracted with EtOAc (2×40 mL.) The combined organic extracts was washed with saturated sodium chloride aqueous solution (2×40 mL), dried over anhydrous sodium sulfate, and concentrated under vacuum. The residue was purified by flash column chromatography eluting with hexanes/EtOAc (3:1) to give 1.6 g of 5-methanesulfonyl-2-methoxybenzenesulfonyl chloride.

1. customThe resulting reaction mixture
2. temperaturewas refluxed for 1 h
3. temperatureAfter cooling to room temperature
4. additionthe reaction mixture was poured
5. extractionThe water layer was then extracted with EtOAc (2×40 mL.) The combined organic extracts
6. washwas washed with saturated sodium chloride aqueous solution (2×40 mL)
7. dry with materialdried over anhydrous sodium sulfate
8. concentrationconcentrated under vacuum
9. customThe residue was purified by flash column chromatography
10. washeluting with hexanes/EtOAc (3:1)

ORD record

ord-e87a94b66f7448739459e6d837c7b021

Source dataset

uspto-grants-2009_09

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07582673B2