2,2,3,3-Tetrafluoro-1-propanol → 2,2,3,3-Tetrafluoropropyl trifluoromethanesulfonate

2,2,3,3-tetrafluoropropan-1-ol (244.3 g, 1.85 mol, obtained from Sinochem Corp.), triethylamine (187.2 g, 1.85 mol, obtained from Aldrich Chemical Co.) and 500 mL of chloroform were combined in a 2-liter Parr pressure reactor and sealed. The reactor temperature was set to −10° C. Trifluoromethanesulfonyl fluoride (281.33 g, 1.85 mol, obtained from 3M Company) was added at such a rate that the temperature did not exceed −5° C. Once the addition was complete, the mix was held at −10° C. for 45 minutes. The reaction mix was then emptied and washed with 2×500 mL portions of water and 1×250 mL portion of 1N HCl. GC analysis of the reaction mixture indicated a 97 percent conversion to the product. The chloroform solvent was removed by rotary evaporation. The product was dried over anhydrous magnesium sulfate which was then filtered from the product.

1. customsealed
2. customwas set to −10° C
3. customdid not exceed −5° C
4. additionOnce the addition
5. additionThe reaction mix
6. washwashed with 2×500 mL portions of water and 1×250 mL portion of 1N HCl
7. customThe chloroform solvent was removed by rotary evaporation
8. dry with materialThe product was dried over anhydrous magnesium sulfate which
9. filtrationwas then filtered from the product

ORD record

ord-d1478cc6015f4bdf9dc10ebef32ef92b

Source dataset

uspto-grants-2012_09

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08261560B2