Benzenesulfonamide → HCID 66864963, compound

Participants

Reaction Steps

Commercially available benzenesulfonamide (21.630 mmole, 1 eq) was dissolved in tetrahydrofuran (75 mL). The resulting solution was cooled at 0° C. nBuLi (1.02 eq, commercial solution 2.5 M in hexanes) was added dropwise leading to a white suspension. The suspension was stirred at room temperature for 30 min. The suspension was cooled at 0° C. and commercial Ph2PCl (1.01 eq) was added dropwise. The clear solution obtained was stirred overnight at room temperature. The solvent was then evaporated. The crude product was dissolved in 40 mL of dichloromethane (DCM), and filtered over a plug of SiO2 under argon. The plug was washed 5 times with 20 mL of DCM, and once with 20 mL of ethyl acetate (EA). All organic layers were united and evaporated to a sticky oil. Co-evaporation in Et2O (twice 40 mL) lead to a white powder.

Provenance & Evidence