Triethylamine → 1,5-Bismethanesulfonyloxy-3-trifluoromethylpentane
Reaction equation
[CH3:1][S:2](Cl)(=[O:4])=[O:3].[F:6][C:7]([F:16])([F:15])[CH:8]([CH2:12][CH2:13][OH:14])[CH2:9][CH2:10][OH:11].C(N(CC)CC)C>C1(C)C=CC=CC=1>[CH3:1][S:2]([O:11][CH2:10][CH2:9][CH:8]([C:7]([F:15])([F:16])[F:6])[CH2:12][CH2:13][O:14][S:2]([CH3:1])(=[O:4])=[O:3])(=[O:4])=[O:3]Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 0 °C
Procedure
With stirring at 0° C., 63 ml of methylsulfonyl chloride in 40 ml of toluene are added dropwise to a solution of 69.3 g of 3-trifluoromethyl-1,5-pentanediol and 140 ml of triethylamine in 150 ml of toluene. After 12 hours' stirring at room temperature, the solid portions are filtered off and the toluene solution is concentrated in vacuo to give in almost quantitative yield 1,5-bismethanesulfonyloxy-3-trifluoromethylpentane; m.p. 40°-45° C.
Workup
- stirringAfter 12 hours' stirring at room temperature
- filtrationthe solid portions are filtered off
- concentrationthe toluene solution is concentrated in vacuo
Sources & evidence
- ORD record
- ord-c6911110fba74a8cb0c972cbe9641712
- Source dataset
- uspto-grants-1998_10
- Patent number
- US05817602
Reaction notes
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