Methyl Acrylate → Propanoic acid, 3-((2-methoxy-2-oxoethyl)thio)-, methyl ester
Reaction equation
[C:1]([O:5][CH3:6])(=[O:4])[CH2:2][SH:3].[C:7]([O:11][CH3:12])(=[O:10])[CH:8]=[CH2:9]>N1CCCCC1>[CH3:12][O:11][C:7](=[O:10])[CH2:8][CH2:9][S:3][CH2:2][C:1]([O:5][CH3:6])=[O:4]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 50 °C
Procedure
To a solution of methyl thioglycolate (91.0 mL, 1.0 mol) and piperidine (2 mL, 4.05 mmol) was added methyl acrylate (99.2 mL, 1.1 mol) dropwise. The reaction mixture was stirred at 50° C. for 2 h. The excess methyl acrylate and piperidine were then removed by distillation to afford methyl-3-(2-methoxy-2-oxoethylthio)-propanoate as a colourless oil (185 g, 96%). Without further purification, the crude product was used directly to the next step.
Workup
- customThe excess methyl acrylate and piperidine were then removed by distillation
Sources & evidence
- ORD record
- ord-56fd3e1c50814b71aff8dfaac3427578
- Source dataset
- uspto-grants-2016_01
- Patent number
- US09242993B2
Reaction notes
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