Thionyl Chloride → HCID 69662020, compound

Participants

Reaction Conditions

Reaction Steps

To Compound C2 (1.87 g, 4.05 mmol) obtained in Reference Example 37 was added thionyl chloride (15.0 mL, 207 mmol, 51 equivalents) and the mixture was stirred with heating at 60° C. for 1 hour. The reaction solution was concentrated under reduced pressure, the solvent was azeotroped with toluene, to the residue were carefully added chloroform and saturated sodium hydrogen carbonate, and the mixture was stirred at room temperature for 30 minutes. The reaction mixture was extracted with chloroform, then the organic layer was washed with saturated aqueous sodium chloride and dried over anhydrous sodium sulfate, and the solvent was evaporated. The residue was purified by silica gel column chromatography (chloroform:methanol=90:10) to obtain the title compound (1.87 g, 99%).

Provenance & Evidence