Sodium Hydroxide → 1-Benzylpyrrolidin-3-yl methanesulfonate
Reaction equation
[CH2:1]([N:8]1[CH2:12][CH2:11][CH:10]([OH:13])[CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH3:14][S:15](Cl)(=[O:17])=[O:16].[OH-].[Na+]>C1(C)C=CC=CC=1.O>[CH3:14][S:15]([O:13][CH:10]1[CH2:11][CH2:12][N:8]([CH2:1][C:2]2[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=2)[CH2:9]1)(=[O:17])=[O:16]Participants
6
Reactant 3
Product 1
Reagents, catalysts & solvents 2
Procedure
Thus, for example, when 1-benzyl-3-pyrrolidinol is reacted with methanesulfonyl chloride in the presence of sodium hydroxide using a mixed solvent composed of toluene and water as the reaction solvent and the reaction mixture is obtained in the form of a two-phase system composed of a toluene phase and an aqueous phase, it is possible to obtain 1-benzyl-3-pyrrolidinol methanesulfonate as a concentrate by removing the solvent by concentrating, under reduced pressure, from the toluene solution obtained by phase separation of the reaction mixture, after or without washing the toluene phase with water.
Workup
- customthe reaction mixture is obtained in the form of a two-phase system
Sources & evidence
- ORD record
- ord-1c9714c5533e4d3ba5f28cfddccce1e8
- Source dataset
- uspto-grants-2004_09
- Patent number
- US06794519B2
Reaction notes
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