Dimethyl methylphosphonate → Dimethyl 2-oxo-2-(1-adamantyl)-ethylphosphonate

Participants

Reaction Steps

To a tetrahydrofuran (200 ml) solution of dimethyl methylphosphonate (20.2 g) was added a 1.6 M hexane solution of n-butyl lithium (100 ml) at -60° C. under nitrogen. To this mixture was added a THF solution of 1-adamantyl carboxylic acid chloride (30 g) and it was stirred at the same temperature for 5 hrs and at room temperature for 12 hrs. The mixture was diluted with water and extracted with diethyl ether. The extract was dried and concentrated in vacuo. After the residue was distilled off the volatile impurity (~200° C./0.6 mmHg), there was obtained dimethyl 2-oxo-2-(1-adamantyl)-ethylphosphonate as an oil.

Provenance & Evidence