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 CH2Cl2 (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 (10.7 g, 92%) as yellow liquid.
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-0eb96a49ce89424b8ad649c878ae4588
- Source dataset
- uspto-grants-2013_11
- Patent number
- US08592426B2
Reaction notes
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