4-Toluenesulfonyl chloride → HCID 88012786, compound

Temperature

0 °C

The solution of 9.8 g of partial-fluoro alcohol in 40 ml of pyridine was cooled down to 0° C. in ice-salt water and 6 g of TsCl was added in small portion. After addition the resulting mixture was stirred at 0° C. for two hours and then placed in freezer (−20° C.) for two days. The reaction mixture was poured into ice water and the product was extracted with ethyl acetate twice. The combined organic phase was washed with brine, 10% HCl and again brine three times, and then dried over MgSO4. After evaporation of solvent, pure partial-fluoro tosylate was obtained in yield of 98%.

1. additionAfter addition the resulting mixture
2. waitplaced in freezer (−20° C.) for two days
3. extractionthe product was extracted with ethyl acetate twice
4. washThe combined organic phase was washed with brine, 10% HCl and again brine three times
5. dry with materialdried over MgSO4
6. customAfter evaporation of solvent

ORD record

ord-5e7d019e612141aa8672aefa846891d3

Source dataset

uspto-grants-2004_07

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US06759101B2