Isopropanol → 3-(Ethylbutoxyphosphinyl)propionic acid

Participants

Reaction Steps

20.6 g (0.1 mop of butyl ethyl-(2-formylethyl)phosphinate (produced as in Example 10) in 500 ml of acetone are mixed with 0.11 mol of Jones reagent (12.7 g of chromium trioxide in 36.7 ml of water and 11.0 ml of concentrated sulfuric acid) at 0° C. by dropwise addition. The reaction mixture is additionally stirred for 3½ hours with ice cooling and 1 hour at room temperature. After 12 ml of isopropanol have been added, the mixture is poured onto ice-water. Volatile constituents are subsequently distilled off in vacuo. The residue is taken up in tetrahydrofuran and extracted, Insoluble salts were filtered, off. The solvent of the filtrate was removed in vacuo and the residue was recrystallized from acetone to obtain 17.3 g (78% of theory) of 3-(ethylbutoxyphosphinyl)propionic acid as oil,

Provenance & Evidence