Boron tribromide → 6-(1-Benzyl-3-pentyl-1H-indol-2-yl)-2-naphthol

Participants

Reaction Conditions

Reaction Steps

In such processes, a solution of 1-benzyl-2-(6-methoxy-naphthalen-2-yl)-3-pentyl-1H-indole in methylene chloride generally is treated with 0.75 equivalents of boron tribromide in methylene chloride at 0° C., the resulting mixture is slowly heated to 25° C., and the reaction is quenched with a 5% solution of sodium hydroxide in water. The organic and aqueous layers are separated, and the organic layer is replaced with toluene. Heptane is added to the solution and the product is crystallized at 0° C. to produce 85% to 90% of 6-(1-benzyl-3-pentyl-1H-indol-2-yl) -naphthalen-2-ol.

Provenance & Evidence