Tetrahydrofuran → HCID 10178900, compound

Participants

Reaction Steps

Under a nitrogen atmosphere in a round-bottom flask were placed 95 mg (0.22 mmol) of the title compound of Example 97 and 1 ml of THF. The system was cooled in an ice/acetone bath, 0.44 ml (0.44 mmol) of 1M lithium aluminum hydride in ether was added to the system and the mixture was stirred for 10 minutes. The cold bath was removed, the mixture was stirred at room temperature for 20 minutes and the cold bath was replaced. To the system was added cautiously ca. 0.4 ml of 2M aqueous sodium hydroxide, and the mixture was stirred at room temperature for 20 minutes. Sodium sulfate was added to the system, the mixture was stirred for 30 minutes, solids were removed by suction filtration and the filtrate was concentrated. The crude material was purified by flash column chromatography (5 g of silica gel) using 3:47 methanol/chloroform as the eluant to obtain 49 mg of the title compound.

Provenance & Evidence