Triethylamine → (2S)-2-Methylbutyl methanesulfonate
Reaction equation
[CH3:1][C@@H:2]([CH2:5][CH3:6])[CH2:3][OH:4].C(N(CC)CC)C.[CH3:14][S:15](Cl)(=[O:17])=[O:16]>C1COCC1>[CH3:14][S:15]([O:4][CH2:3][C@@H:2]([CH3:1])[CH2:5][CH3:6])(=[O:17])=[O:16]Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- -10 °C
Procedure
To a −25° C. cooled solution of (2S)-2-methylbutan-1-ol (8.8 g) and triethylamine (30 ml) in THF (50 ml), a solution of methanesulfonyl chloride (1.14 g) in THF (10 ml) was drop wise added. After complete addition (15 min) the reaction mixture was further stirred for 2 h at −10° C. then for 30 min at 0° C. It was then filtered over celite and evaporated to dryness to give nearly pure (2S)-2-methylbutyl methanesulfonate as yellowish oil.
Workup
- additionwise added
- additionAfter complete addition (15 min) the reaction mixture
- waitfor 30 min at 0° C
- filtrationIt was then filtered over celite
- customevaporated to dryness
Sources & evidence
- ORD record
- ord-43eae94417bb4729bb0435bdf9d95ecc
- Source dataset
- uspto-grants-2012_01
- Patent number
- US08105662B2
Reaction notes
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