Methyl Acrylate → Methyl 3‐[methoxy(methyl)phosphoryl]propanoate
Reaction equation
[C:1]([O:5][CH3:6])(=[O:4])[CH:2]=[CH2:3].[CH3:7][P:8](OC)(=[O:11])[O:9][CH3:10]>C(O)C>[CH3:10][O:9][P:8]([CH3:7])([CH2:3][CH2:2][C:1]([O:5][CH3:6])=[O:4])=[O:11]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 60 °C
Procedure
A mixture of 86 g of methyl acrylate and 80 g of ethanol is added dropwise in the course of 30 minutes at 60° C. under nitrogen to a solution of 108 g of dimethyl methanephosphonate. The reaction mixture is then stirred at 60° C. for one hour. A total of 55 g of methyl ethyl ether are collected in the cooling trap. Excess ethanol is then removed by vacuum distillation. The crude product is obtained in a yield of 184 g with a 95.4% purity, which corresponds to a theoretical yield of 97.5%.
Workup
- customA total of 55 g of methyl ethyl ether are collected in the cooling trap
- customExcess ethanol is then removed by vacuum distillation
Sources & evidence
- ORD record
- ord-a09e351efc844d97b0c86045c874159f
- Source dataset
- uspto-grants-1992_11
- Patent number
- US05166385
Reaction notes
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