ChemInform Abstract: DIE HYDRIERUNG PHOSPHORORGANISCHER VERBINDUNGEN 5. MITT.

Reactions of Elemental Phosphorus and Phosphine with Electrophiles in Superbasic Systems: XVI. Phosphorylation of Benzyl Chloride with Elemental Phosphorus and Phosphine

“…These products were isolated as described above; yields 0.32 (46%) and 0.09 g (12%), respectively. The aqueous layer was acidified with HCl to pH 5 and extracted with chloroform, the extracts were dried over magnesium sulfate, and the solvent was distilled off to obtain 0.12 g (11%) of acid III, mp 1653166oC (hot water) (mp 1653166oC [22]). 1 .…”

“…The powder was extracted with hot dioxane, the solvent was removed, and the residue was recrystallized from methanol. Acid IV was obtained; yield 0.27 g (34%), mp 1873189oC (methanol) (mp 1893190oC [22,23] Dibenzylphosphine V. A solution of 12.65 g of benzyl chloride in 5 ml of DMSO was added dropwise at 40oC over a period of 1.5 h with stirring and continuous bubbling of phosphine to a suspension of 10 g of KOH, 50 ml of DMSO, and 6.3 ml of H 2 O, purged with argon and saturated with phosphine. The mixture was heated at 40 3 45oC for an additional 1 h in a flow of phosphine, after which the supply of phosphine was stopped, the mixture was purged with argon and cooled, 80 ml of hexane was added, the hexane layer was separated, the solvent was removed, and the residue was fractionated in a vacuum.…”