Water → HCID 86675071, compound

Temperature

0 °C

In 100 mL of acetonitrile, 25.5 g of a liquid of 2-hydroxy-1,1-difluoroethanesulfonyl chloride (purity: 98%, equivalent to 0.138 mol) was dissolved by stirring. The resulting solution was cooled to 0° C., admixed with 14.0 g (0.166 mol) of sodium hydrogencarbonate and 24.8 g (0.152 mol) of N-hydroxyphthalimide, and then, reacted at 0° C. for 24 hours. To the thus-obtained reaction solution, 125 mL of water was added. The reaction solution was subsequently extracted twice with 100 mL of ethyl acetate. The resulting organic layer was washed twice with 100 mL of water and subjected to concentration. The concentration residue was admixed with 75 mL of ethyl acetate, followed by heating the solution at 60° C. to dissolve the solid substance. Then, 150 mL of heptane was dropped into the solution. The solution was gradually cooled to 0° C. to precipitate a crystalline out of the solution. The crystalline precipitate was filtered out and dried. With this, 23.2 g of the target compound was obtained as a white solid (yield: 53%, purity: 97%, pure content: 22.5 g).

1. customreacted at 0° C. for 24 hours
2. additionwas added
3. extractionThe reaction solution was subsequently extracted twice with 100 mL of ethyl acetate
4. washThe resulting organic layer was washed twice with 100 mL of water
5. concentrationsubjected to concentration
6. temperatureby heating the solution at 60° C.
7. dissolutionto dissolve the solid substance
8. additionThen, 150 mL of heptane was dropped into the solution
9. temperatureThe solution was gradually cooled to 0° C.
10. customto precipitate a crystalline out of the solution
11. filtrationThe crystalline precipitate was filtered out
12. customdried

ORD record

ord-be3e9c54c6dd4fbe9741eacf75481c1c

Source dataset

uspto-grants-2015_12

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US09221928B2