Sodium hydride → HCID 86735058, compound

Participants

Reaction Steps

50% sodium hydride in mineral oil (1.11 g, 0.0230 mole) was suspended in 1,2-dimethoxyethane (115 ml). At 15° C and under vigorous stirring (2-oxoheptyl)-phosphoric acid dimethyl ester (5.11 g, 0.0230 mole) in dimethoxyethane (23 ml) was added dropwise over a period of 15 minutes. The reaction mixture containing a white voluminous precipitate was stirred for 1 hour at room temperature. A solution of crude II (7.20 g), prepared from I (7.55 g, 0.0250 mole), in 1,2-dimethoxyethane (46 ml) was added dropwise over a period of 15 minutes to the stirred reaction mixture, maintained below 25° C. The resulting turbid, yellow solution was stirred at room temperature for 2 hours. The solvent was distilled off from a water bath (40° C, 10 mm Hg). The oily residue was dissolved in ether (230 ml), washed with cold 10% aqueous sodium chloride (60 + 60 + 60 ml) and cold water (60 + 60 ml), and dried over sodium sulfate. After filtration, the solvent was removed from a water bath (60° C, 10 mm Hg). The residual light tea-coloured oil (9.60 g) was distilled under nitrogen to give 7.15 g (81%) of III as a light yellowish oil, b0.05 160°-190° C, nD25 1.4712.

Provenance & Evidence