Triphenylphosphine → HCID 11135065, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of 1-bromo-3-[(tert-butyldimethylsilyl)oxy]propane (2.18 g, 8.56 mmol) in anhydrous benzene (1.6 mL) was added triphenylphosphine (2.64 g, 10.2 mmol) under argon with stirring. The mixture was heated at 85° C. for 18 hours and cooled to room temperature. The liquid was decanted and the solid residue was grounded with spatula, filtered, and washed several times with ether. Colorless crystals of phosphonium salt B (3.7 g) were purified by silica column chromatography. Pure salt B (3.04 g, 69%) was eluted with chloroform/methanol (96:4). B: 1H NMR (500 MHz, CDCl3) δ0.039 (6H, s, 2×SiCH3), 0.857 (9H, s, Si-t-Bu), 1.93 (2H, m, CH2—CH2—CH2), 3.86-3.94 (4H, br m, CH2—CH2—O and P—CH2), 7.70, 7.79 and 7.85 (6H, 3H and 6H, each m, Ar—H).

Provenance & Evidence