Triethylamine → 2,2-Difluoroethyl methanesulfonate
Reaction equation
[F:1][CH:2]([F:5])[CH2:3][OH:4].[S:6](Cl)([CH3:9])(=[O:8])=[O:7].C(N(CC)CC)C>C(Cl)Cl>[F:1][CH:2]([F:5])[CH2:3][O:4][S:6]([CH3:9])(=[O:8])=[O:7]Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Procedure
To a solution of 2,2-difluoro-ethanol (6 g, 73.12 mmol) and mesyl chloride (6.26 ml, 80.43 mmol)) in DCM (40 ml) was added triethylamine (12.66 ml, 87.74 mmol) dropwise at 0° C. After the addition was completed, the mixture was allowed to warm to room temperature and was stirred for 1 h. The reaction mixture was then washed two times with water and with brine and dried with Na2SO4. Evaporation of the solvent yielded the title compound as yellow liquid (10.7 g, 92%).
Workup
- additionAfter the addition
- washThe reaction mixture was then washed two times with water
- dry with materialwith brine and dried with Na2SO4
- customEvaporation of the solvent
Sources & evidence
- ORD record
- ord-a2dccd41c0184dcabee358f5eb21ebe9
- Source dataset
- uspto-grants-2014_12
- Patent number
- US08912221B2
Reaction notes
Loading…