Dichloromethane → HCID 67054864, compound

Participants

Reaction Steps

Under a stream of argon, compound (21) (0.7 g; 1.77 mmol) was suspended in methylene chloride (15 mL) in an ice bath. To the reaction mixture, triethylamine (0.54 g; 5.32 mmol) and thionyl chloride (0.51 g; 4.25 mmol) were sequentially added. The resulting reaction mixture was stirred at room temperature for 24 hours. The reaction mixture was made alkaline with a 5% aqueous sodium carbonate, and then evaporated under reduced pressure. The resulting residue was dissolved in chloroform/methanol=3/1, and inorganic matters were removed by membrane filtration. The filtrate was evaporated under reduced pressure to give a residue, and the resulting residue was separated and purified by silica gel column chromatography (SiO2, 200 g) (chloroform/methanol=10/1 to 5/1 to 3/1) to give 0.49 g (yield: 64%) of the title compound (22).

Provenance & Evidence