Sulfuric Acid → HCID 21842016, compound

Participants

Reaction Conditions

Reaction Steps

Under a nitrogen atmosphere, 4,4-bis(diisopropoxyphosphinoyl)-1-butanol (10.12 g) was dissolved in acetone (30 ml), and the resulting solution was cooled to 0-5° C. A solution of chromium trioxide (2.7 g) and concentrated sulfuric acid (2.3 ml) in water (8 ml) was added dropwise thereto, and the resulting mixture was stirred at 0-5° C. for 2 hours. The mixture was stirred at room temperature for another 10 hours, and then isopropanol (15 ml) was added dropwise thereto and stirred for 30 minutes. The resulting mixture was neutralized with a saturated aqueous sodium hydrogencarbonate solution and the insoluble materials were removed by filtration through Celite. The filtrate was acidified with hydrochloric acid and extracted three times with chloroform, and the organic layer was washed with water and then a saturated aqueous sodium chloride solution, dried over anhydrous magnesium sulfate, and then concentrated under reduced pressure to obtain 4,4-bis(diisopropoxyphosphinoyl)butyric acid (6.75 g, yield 64%).

Provenance & Evidence