Aluminum(III) Chloride → HCID 15859200, compound

Participants

Reaction Conditions

Reaction Steps

To a flask containing dry ether (2 ml) was added with stirring aluminum chloride (0.037 g, 0.28 nmmol) at 0° C. under argon, followed by 1M lithium aluminum hydride in THF (0.28 ml, 0.28 mmol). The mixture was stirred at 0° C. for 5 minutes, then to it was rapidly added (1RS)-1-Hydroxy-1-(4-methoxyphenyl)-3-(3,4-methylenedioxyphenyl)-1H-isoindole (0.050 g, 0.14 mmol), followed by dry THF (2 ml). After stirring for 10 minutes at 0° C. the reaction was quenched with water, 15% sodium hydroxide, and water. The mixture was extracted with ethyl acetate and the combined organic extract was successively washed with: water, brine and dried (MgSO4). After removing the solvent, flash chromatography of the residue (silica gel, 3:7 ethyl acetate:hexane) afforded the title compound as a yellow solid (0.030 g, 45%). MS (ESI) mle 346 [M+H]+ ; mp: 123-125° C.

Provenance & Evidence