Tetrabutylammonium Fluoride → 4-(4-Benzyl-piperazin-1-yl)-1H-indole

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To a solution of 1.2 gram (2.68 mmole) 1-triisopropylsilanyl-4-(4-benzyl-piperazin-1-yl)-1H-indole in 20 mL tetrahydrofuran was added 3 mL (3 mmole) 1.0 M tetrabutylammonium fluoride in tetrahydrofuran. After 2 hours the solution was concentrated under reduced pressure and the residue was partitioned between 25 mL ethyl ether and 10 mL 10% sodium carbonate. The organic phase was washed with 3×10 mL water, dried (magnesium sulfate), and concentrated. 4-(4-Benzyl-piperazin-1-yl)-1H-indole was isolated as the white hydrochloride salt from ethyl ether, 604 mg, m.p. 233-234° C.

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