Water → 2-Fluoroethyl trifluoromethanesulfonate
Reaction equation
[F:1][CH2:2][CH2:3][OH:4].C(N(CC)CC)C.[O:12](S(C(F)(F)F)(=O)=O)[S:13]([C:16]([F:19])([F:18])[F:17])(=O)=[O:14].O>ClCCl>[F:17][C:16]([F:19])([F:18])[S:13]([O:4][CH2:3][CH2:2][F:1])(=[O:14])=[O:12]Participants
6
Reactant 4
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 1020 °C
Procedure
To a solution of 2-fluoroethanol (3.2 g, 50 mmol) and triethylamine (5.5 g, 55 mmol) in dichloromethane (60 mL) was added dropwise (CF3SO2)2O (15.5 g, 55 mmol) at −78° C. under N2. The mixture was stirred at 1020° C. for 1 h, and treated with water (100 mL). The organic layer was washed with satd aq NaHCO3 (100 mL) and brine (100 mL), dried, and concentrated to give 2-fluoroethyl trifluoromethanesulfonate (8 g, yield 82%).
Workup
- washThe organic layer was washed with satd aq NaHCO3 (100 mL) and brine (100 mL)
- customdried
- concentrationconcentrated
Sources & evidence
- ORD record
- ord-2eaedce07b0e4428b1de8dcf6e53c090
- Source dataset
- uspto-grants-2014_06
- Patent number
- US08754076B2
Reaction notes
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