Trifluoroacetic acid → HCID 21098500, compound

Participants

Reaction Steps

The compound prepared in Example 181 (700 mg) was dissolved in chloroform (3 ml), and 95% trifluoroacetic acid (3 ml) was added dropwise to the solution at room temperature. The reaction mixture was stirred at room temperature for 2 hr and was then concentrated. Potassium carbonate (690 mg) and dimethylformamide (3 ml) were added to the concentrate, and the mixture was stirred. A solution (2 ml) of (1-bromoethyl)benzene (408 mg) in acetonitrile was added dropwise to the reaction mixture. The reaction mixture was stirred at room temperature for 18 hr. A saturated aqueous sodium hydrogencarbonate solution (3 ml) was then added thereto, and the mixture was extracted with chloroform-propanol (3/1). The organic layer was dried over anhydrous sodium sulfate, and the solvent was removed by distillation under the reduced pressure. The residue was purified by HPLC [chloroform/methanol] to give 185 mg of the title compound as two diastereomers (ratio=ca. 50:50).

Provenance & Evidence