1-Nitroso-2-naphthol → 1,3-Dimethyl-3-Carboethoxy-Spiro-(Indoline-2,3'-(3H)-Naphtho[2,1-b]-(1,4)-Oxazine)

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Reaction Steps

A solution of 1-nitroso-2-naphthol (0.50 g, 2.89 mmol) and 1,3-dimethyl-3-carboethoxy-2-methylene-indoline (0.87 g, 2.77 mmol) in ethanol (70 ml) was heated under nitrogen and refluxed for 2 hrs. The solvent was then evaporated and the residue was chromatographed over silica (ethyl acetate/petroleum ether 1:10). After crystallization in ethanol, the yield of the pure product (colorless crystals) was 0.21 g (16%).

Provenance & Evidence