Hydrochloric Acid → HCID 19981723, compound

Participants

Reaction Steps

A solution of Compound (32) (HCl salt) (2.5 g; 4.2 mmol) in a 1M trifluoromethanesulfonic acid in tetrahydrofuran (42 ml; 42 mmol) was stirred for 1 hour under cooling. The reaction mixture was combined with ether and extracted with 2N hydrochloric acid five times. The aqueous layer was adjusted to pH 10 with potassium carbonate and extracted with chloroform three times. The chloroform extract was washed with a saturated aqueous sodium chloride solution two times, dried over anhydrous sodium sulfate and concentrated. Under cooling, a 4N hydrogen chloride in dioxane (7 ml; 28 mmol) was added thereto, followed by concentration. The residue was purified by silica gel column chromatography with a mixture of chloroform and methanol (20:1) as an eluting solvent to give Compound (33) (HCl salt) (0.5 g; yield, 24%).

Provenance & Evidence