Dichloromethane → HCID 59260561, compound

Participants

Reaction Steps

Tosyl chloride (3.9 g, 20.4 mmol), 4-dimethylaminopyridine (936.3 mg, 7.7 mmol), and distilled triethylamine (1.73 mL, 12.4 mmol) were added sequentially to a solution of compound 3 in dichloromethane (30 mL) under Ar at room temperature. The reaction mixture was stirred at this temperature for 4 h. The resulting solution was evaporated and the residue was diluted with hexane (100 mL). The organic layer was washed with water (3×50 mL), dried over anhydrous MgSO4, evaporated, and purified by column chromatography (hexane as eluant) to give product 5 as a white solid (700 mg, 62%); 1H NMR (300 MHz, CDCl3): 7.98 (2H, s), 4.78 (4H, s); 19F NMR (282 MHz, CDCl3): −60.6; HR-MS (EI) calcd. for C10H6F6Cl2 (M+): 309.9745, found: 309.9738.

Provenance & Evidence