Dimethyl methylphosphonate → HCID 14302184, compound

135 g. of dimethyl methylphosphonate were dissolved in 800 ml. of tetrahydrofuran, and to the solution cooled to -65°C., a solution of butyllithium [prepared from 163 g. of butyl bromide and 16 g. of lithium] in 610 ml. of diethyl ether was added drop-wise. To the reaction mixture was added drop-wise a solution of 62.5 g. of ethyl 3-cyclohexylpropionate in 300 ml. of tetrahydrofuran and the resulting mixture was stirred at the same temperature for two hours and afterwards at 0°C., overnight. The reaction mixture was then neutralised with acetic acid, concentrated under reduced pressure and after the addition of water extracted with diethyl ether. The ethereal extract was dried and the solvent distilled off. The residue was subjected to distillation under reduced pressure to obtain 51 g. (yield 52.3%) of the title product as a colourless oil, b.p. 143°-148°C./0.2 - 0.4 mm.Hg. NMR spectrum (tetrachloromethane): δ = 3.82 (6H, doublet), 3.16 (2H, doublet), 2.4 (2H, triplet), 1.97 - 1.08 (13H, multiplet).

1. additionTo the reaction mixture was added drop-wise a solution of 62.5 g
2. concentrationconcentrated under reduced pressure
3. additionafter the addition of water
4. extractionextracted with diethyl ether
5. extractionThe ethereal extract
6. customwas dried
7. distillationthe solvent distilled off
8. distillationThe residue was subjected to distillation under reduced pressure
9. customto obtain 51 g

ORD record

ord-bebba0bc4d2f4d9ba0e280b0264d7b27

Source dataset

uspto-grants-1976_06

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US03966792