Triethylamine → 2,2-Difluoroethyl trifluoromethanesulfonate

HRID 2088729Notes

Reaction equation

HRID 2088729 reaction equation
FC(F)(F)S([O:6][S:7]([C:10]([F:13])([F:12])[F:11])(=[O:9])=[O:8])(=O)=O.[F:16][CH:17]([F:20])[CH2:18]O.C(N(CC)CC)C>C(Cl)(Cl)Cl>[F:13][C:10]([F:11])([F:12])[S:7]([O:6][CH2:18][CH:17]([F:20])[F:16])(=[O:8])=[O:9]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 67749Trifluoromethanesulfonic anhydrideHCID 1361872,2-Difluoroethan-1-ol

Product 1

HCID 27740892,2-Difluoroethyl trifluoromethanesulfonate

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent2×

Procedure

With cooling with ice, 2.7 ml of trifluoromethanesulfonic acid anhydride was added to a chloroform (100 mL) solution of 1 mL of 2,2-difluoroethanol and 2.2 mL of triethylamine, and stirred for 30 minutes. The reaction liquid was diluted with chloroform, and washed with aqueous saturated sodium bicarbonate solution and saturated saline water in that order. The organic layer was dried with anhydrous magnesium sulfate, and the solvent was evaporated away under reduced pressure to obtain the entitled compound.

Workup

  1. customThe reaction liquid
  2. washwashed with aqueous saturated sodium bicarbonate solution and saturated saline water in that order
  3. dry with materialThe organic layer was dried with anhydrous magnesium sulfate
  4. customthe solvent was evaporated away under reduced pressure
  5. customto obtain the entitled compound

Sources & evidence

ORD record
ord-aff4da5c4bac4de38d332dec9525f31e
Source dataset
uspto-grants-2013_05
Patent number
US08436004B2

Reaction notes

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