Triethylamine → 4-(3-Chloro-propane-1-sulfonyl)-1,2-difluoro-benzene

Participants

Reaction Conditions

Reaction Steps

To 3,4-difluoro-benzenesulfinic acid (500 mg, 2.81 mmol) and triethylamine (0.43 ml, 3.10 mmol) in 10 ml DMF was added 1-chloro-3-iodopropane (1.43 g, 7.00 mmol) and the mixture heated at 65° C. for 3 h. The reaction mixture was then poured onto water and extracted three times with ethyl acetate. The combined organic phases were then washed with saturated aq. NaCl solution, dried over Na2SO4, and concentrated in vacuo. The residue was chromatographed over SiO2 (ethyl acetate/heptane 1:50) to afford the title compound (300 mg, 42%) as an off-white crystalline solid. MS (ISP): 257.2 {37Cl}MH+, 255.1{35Cl}MH+

Provenance & Evidence