2-(5-Nitro-2-allyloxyphenyl)-5-phenylbenzoxazole → 2-(5-Amino-2-allyloxyphenyl)-5-phenylbenzoxazole

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Reaction Steps

Powdered zinc (377 mg, 5.8 mmol) was added to a solution of 2-(5-nitro-2-allyloxyphenyl)-5-phenylbenzoxazole (216 mg, 0.58 mmol) in acetic acid (2 ml). After 2 h the reaction mixture was filtered through celite and the filtrate concentrated. The residue was dissolved in ethyl acetate (10 ml) and washed with saturated sodium hydrogen carbonate solution (2×25 ml). The organic layer was dried over sodium sulfate and concentrated to give the subtitle compound (342 mg, 100%). The product was used directly in the next step without purification.

Provenance & Evidence