Methyl Acrylate → Methyl 3-(dimethoxyphosphinoyl)propionate
Reaction equation
[CH3:1][O:2][C:3](=[O:6])[CH:4]=[CH2:5].[CH3:7][O:8][P:9]([O:12]C)[O:10][CH3:11]>C(O)C(C)C>[CH3:7][O:8][P:9]([O:10][CH3:11])([CH2:5][CH2:4][C:3]([O:2][CH3:1])=[O:6])=[O:12]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 80 °C
Procedure
86 g of methylacrylate and 100 g of isobutanol are mixed under nitrogen at room temperature and heated to 80° C. 124 g of trimethylphosphite are added dropwise to the reaction solution in the course of 1 hour. The reaction mixture is stirred for 5 hours at reflux temperature and the solvent (remainder of isobutanol and isobutyl methyl ether) is removed by vacuum distillation. The crude product is obtained in a yield of 173 g with a 94.1% purity, which corresponds to a theoretical yield of 83.0%. The boiling point is 104°-106° C. at 0.93 mbar.
Workup
- temperatureat reflux temperature
- customthe solvent (remainder of isobutanol and isobutyl methyl ether) is removed by vacuum distillation
Sources & evidence
- ORD record
- ord-5deb785a60924f09b83a1e5b8470f70b
- Source dataset
- uspto-grants-1992_11
- Patent number
- US05166385
Reaction notes
Loading…