Methanol → 3-Hydroxy-8-nitrobenzo[c]chromen-6-one

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Reaction Steps

A solution of methyl 2-(2,4-dimethoxyphenyl)-5-nitrobenzoate (Reference Compound No. 1-1-(1), 43.5 g, 137 mmol) in anhydrous methylene dichloride (250 mL) was cooled to −78° C., boron tribromide (96.2 g, 384 mmol) was added dropwise thereto, and then the mixture was stirred at room temperature for 1 hour. The mixture was cooled to −50° C. and methanol (300 mL) was added thereto. The precipitates were filtered with methanol to give the titled reference compound (18.0 g) as a yellow solid. (Yield 51%)

Provenance & Evidence