Methyl Acrylate → Methyl 3‐[methoxy(methyl)phosphoryl]propanoate

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Reaction Steps

80 g of methanol are mixed at room temperature under nitrogen with 216 g of dimethyl methanephosphonate and the mixture is treated dropwise at room temperature with 172 g of methyl acrylate, the temperature rising to 70° C. At the end of the dropwise addition the mixture is further stirred for 1 hour, at the end of which period about 90 g of dimethyl ether have separated in a fitted cooling trap. Excess methanol used as solvent is then removed by vacuum distillation. The crude product is obtained in a yield of 365 g with a 96.4% purity, which represents a theoretical yield of 97.7%. The boiling point of a distilled sample is 96° C. at 0.027 mbar. The 1H-NMR spectrum and the CHP analysis of the product correspond to those of a comparison sample, synthesized by an independent route.

Provenance & Evidence