Triphenylphosphine → HCID 57751050, compound

Participants

Reaction Conditions

Reaction Steps

Triphenylphosphine (2.74 g, 10.44 mmol) was dissolved in anhydrous dichloromethane (30 mL) under an atmosphere of argon and the mixture was cooled to 0° C. with an ice bath. Sulfuryl chloride (0.87 mL, 10.68 mmol) was added dropwise and the cooling bath was removed. The solution was stirred at ambient temperature for 15 min. A solution of (E)-2-(6-bromopyridin-3-yl)ethenesulfonic acid tetrabutylammonium (2.46 g, 4.86 mmol) in anhydrous dichloromethane (10 mL) was added dropwise over 10 min. The reaction was stirred at ambient temperature for 1.5 h and the mixture was concentrated. Purification by column chromatography, using a gradient of 5-30% ethyl acetate in heptane as the eluent, gave 0.51 g of the title compound.

Provenance & Evidence