Process for producing 6-hydroxy-2-naphthones

C - Chemistry – Metallurgy – 07 – C

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260/576.8

C07C 49/83 (2006.01) C07C 45/54 (2006.01)

Patent

CA 1271780

ABSTRACT OF THE DISCLOSURE A process is provided for the production of 6-hydroxy-2-naphthones, e.g., 6-hydroxy-2-acetonaphthone, by contacting a 2-naphthyl carboxylate ester, e.g., 2-naphthyl acetate with at least 20 moles of hydrogen fluoride per mole of 2-naphthyl ester, at reaction temperatures, e.g., 0 to 100°C for a period of reaction, e.g., 30 minutes to 8 hours sufficient to produce the desired amount of 6-hydroxy-2- naphthone. The process may utilize a carboxylic acid or anhydride, e.g., acetic acid or anhydride as an additive for the purpose of further increasing the regioselectivity of the 6-hydroxy-2-naphthone product. The process is capable of being carried out at a conversion of 2-naphthyl ester of at least 90% and a regioselectivity to 6-hydroxy-2-naphthone of at least 90 mol %.

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