Hydrochloric Acid → HCID 44319719, compound

Participants

Reaction Conditions

Reaction Steps

To a suspension of lithium borohydride (0.22 g, 10.04 mmol) in 40 mL of THF-pyridine (ratio 1:1), compound 3 (1.00 g, 4.02 mmol) was added at 0° C. The reaction mixture was stirred at 80° C. for 12 h and then cooled to 0° C. 21 mL of 4 N HCl aqueous solution was added carefully and the resulting suspension was stirred at 0° C. for 10 min, and refluxed for 1 h. After cooling down at room temperature, the solvent was removed by evaporation. The residue was dissolved in ethyl acetate and washed with water. The organic layer was collected, dried over anhydrous Na2SO4, filtered, concentrated and purified by silica column chromatography (50% ethyl acetate in hexanes) to afford compound 4 in 76.6% (0.77 g) yield as a colorless oil.

Provenance & Evidence