Potassium Hydroxide → HCID 14515746, compound

Participants

Reaction Steps

The compound (20) (1.95 g) was dissolved in a mixture of diglyme (120 ml) and ether (120 ml), and BF3 etherate (2.1 ml) was added to the mixture while stirring and cooling with ice. To thus produced solution, while stirring and cooling with ice, a diglyme (8 ml) solution of NaBH4 (700 mg) was added dropwise. After stirring for 30 minutes, the reaction solution was poured into 5% potassium hydroxide aqueous solution. The thus obtained solution was extracted with hexane, washed with water and dried. The solvent was distilled off, and the thus obtained crude product was purified by column chromatography with silica gel (200 g), eluting with hexane. The first eluted part gave the product (22) at a yield of 1.28 g (65.6%) as a blue oily substance.

Provenance & Evidence