Methanesulfonyl chloride → ethyl (2S)-2-methylsulfonyloxypropanoate
Reaction equation
[C:1]([O:6][CH2:7][CH3:8])(=[O:5])[C@H:2]([CH3:4])[OH:3].[CH3:9][S:10](Cl)(=[O:12])=[O:11]>C(N(CC)CC)C>[CH2:7]([O:6][C:1](=[O:5])[C@@H:2]([O:3][S:10]([CH3:9])(=[O:12])=[O:11])[CH3:4])[CH3:8]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
An equal molar solution of (S)-ethyl lactate and triethylamine in dry methylene was treated with an equal molar amount of methane sulfonylchloride at 5°-10° C. After the addition was complete, the mixture was filtered to remove triethylamine hydrochloride. The filtrate was then washed with water, dried over MgSO4, and concentrated to give a high yield of ethyl-(S)-2[(methylsulfonyl)oxy]propionate.
Workup
- additionAfter the addition
- filtrationthe mixture was filtered
- customto remove triethylamine hydrochloride
- washThe filtrate was then washed with water
- dry with materialdried over MgSO4
- concentrationconcentrated
Sources & evidence
- ORD record
- ord-e8d93e9e3636409594f61ba603ea88f8
- Source dataset
- uspto-grants-1989_08
- Patent number
- US04855455
Reaction notes
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