Dichloromethane → HCID 86673524, compound

Participants

Reaction Steps

A solution of ((3-nitro-1,2-phenylene)bis(ethyne-2,1-diyl))bis(trimethylsilane) (2.89 g, 9.16 mmol) in DMF (20 mL) was added into 20 mL of CsF(4.17 g, 27.5 mmol) solution in DMF. Into the mixture, pentafluoropyridine (3.87 g, 22.9 mmol) was added slowly at 0° C. The reaction mixture was stirred for 20 hrs, and brine (50 mL) and dichloromethane (100 mL) were added. Organic phase was separated and washed with water (50 mL×3). Solvent was evaporated by rotary evaporation and the residue was chromatographed (CH2Cl2:Hexane=1:4 to 1:3) to provide the desired product in 42% yield: 1H-NMR (300 MHz, CDCl3) δ 8.28 (dd, J=8.1 Hz, J=1.2 Hz, 1H), 8.02 (dd, J=7.8 Hz, J=1.2 Hz, 1H), 7.71 (dd, J=8.4 Hz, J=8.4 Hz, 1H)

Provenance & Evidence