Methyl chloroacetate → HCID 23317380, compound
Reaction equation
[CH:1]([C:3]1[CH:8]=[CH:7][C:6]([S:9]([O-:11])=[O:10])=[CH:5][CH:4]=1)=[CH2:2].[K+].Cl[CH2:14][C:15]([O:17][CH3:18])=[O:16]>CS(C)=O>[CH:1]([C:3]1[CH:4]=[CH:5][C:6]([S:9]([CH2:14][C:15]([O:17][CH3:18])=[O:16])(=[O:11])=[O:10])=[CH:7][CH:8]=1)=[CH2:2]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 50 °C
Procedure
To 188 ml of dimethyl sulfoxide was added 54.2 g of potassium p-vinylbenzenesulfinate, and the resulting mixture was stirred while heating at 50° C. Then, 23.0 ml of methyl chloroacetate was added dropwise to the mixture over 1 hour while maintaining it at 50° C., and the resulting mixture was stirred for 1 hour while maintaining at 50° C. The reaction mixture was cooled to room temperature and extracted with ethyl acetate, and the ethyl acetate was distilled away at an outer temperature of not more than 40° C. to yield 60.1 g of oily methyl p-vinylbenzenesulfonylacetate.
Workup
- temperaturewhile maintaining it at 50° C.
- stirringthe resulting mixture was stirred for 1 hour
- temperaturewhile maintaining at 50° C
- temperatureThe reaction mixture was cooled to room temperature
- extractionextracted with ethyl acetate
- distillationthe ethyl acetate was distilled away at an outer temperature of not more than 40° C.
Sources & evidence
- ORD record
- ord-329a5c7abf9f4c589ce445ae3c9151a9
- Source dataset
- uspto-grants-1986_06
- Patent number
- US04595652
Reaction notes
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