Azide → 1-Naphthol

Participants

Reaction Steps

6.6 mgs of p-nitrophenyl formate was added to a stirred solution of 22.4 mgs of the amine (i) and 7 microliters of diisopropylethyl amine in 2 ml of DMF. The resulting mixture was stirred overnight at room temperature, partitioned between ethyl acetate and water. Aqueous workup and purification of the crude reaction product by column chromatography on silica gel using ethyl acetate/methanol (10:1) as the eluant gave the desired formamide (ii) (15.8 mg) as a white solid. FABMS MH+, 653.2.

Provenance & Evidence