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The preparation of cyclic phthalides and their conversion into derivatives of 1,3-indandione. I. Naphthylphthalide and some of its derivatives

P. Hrnčiar, Ľ. Krasnec, and M. Furdík

Komenský University, Bratislava

 

Abstract: A prepn. of 3-(1-naphthylmethylene)phthalide (I) and its conversion into 2-(1-naphthyl)-1,3-indandione (II) by MeONa or EtONa in alk. medium are described. II forms small golden-yellow scales, sol. in cold dioxane and cyclohexanone and in warm alc., m. 205°. Br (1 molar equiv.) displaces a H atom in the naphthalene ring of I, giving 3-(5-bromo-1-naphthylmethylene)phthalide (III), m. 226°. Another molar equiv. Br further brominates the double bond; III with MeONa in alk. medium forms 2-(5-bromo-1-naphthyl)-1,3-indandione.

Full paper in Portable Document Format: 101a12.pdf (in Slovak)

 

Chemical Papers 10 (1) 12–18 (1956)

Thursday, November 14, 2019

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