Phosphorus oxychloride → Methyl (chlorosulfonyl)acetate

The sodium methoxycarbonylmethylsulfonate salt was added in small portions to a stirred solution of 840 ml (9.14 mols) phosphorus oxychloride. The resulting mixture was then heated at 80°-100° C for about 5 hours and allowed to cool overnight. The reaction mixture was filtered, the filtered solid was washed with dichloromethane and the filtrate distilled under reduced pressure to remove the dichloromethane and excess phosphorus oxychloride. The resulting oil residue was distilled through a short Vigreaux column to give 226.8 g (65.7% yield) of methoxycarbonylmethylsulfonyl chloride, as a yellow oil, b.p. 79°-80° C. (0.5 mm Hg).

1. temperatureThe resulting mixture was then heated at 80°-100° C for about 5 hours
2. temperatureto cool overnight
3. filtrationThe reaction mixture was filtered
4. washthe filtered solid was washed with dichloromethane
5. distillationthe filtrate distilled under reduced pressure
6. customto remove the dichloromethane and excess phosphorus oxychloride
7. distillationThe resulting oil residue was distilled through a short Vigreaux column

ORD record

ord-33aa231192bb493496b9ceb460de3cc1

Source dataset

uspto-grants-1978_09

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US04112237