Synthesis of Spiro[2 H-1-benzopyran-2, 3'-phthalides]

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  • SATO KOZO
    Department of Synthetic Chemistry, Faculty of Engineering, Tokyo Institute of Technology
  • OKAZAKI Mitsuo
    Department of Synthetic Chemistry, Faculty of Engineering, Tokyo Institute of Technology

Bibliographic Information

Other Title
  • スピロ[2H-1-ベンゾピラン-2,3'-フタリド]誘導体の合成
  • スピロピラン誘導体の合成研究　Ｉ　　スピロ〔２Ｈ‐１‐ベンゾピラン‐２，３′‐フタリド〕誘導体の合成

Description

The condensation of 2-acetylbenzoic acids with salicylaldehydes has been studied.2-Hydroxy2'-carboxychalcones were obtained in the alkaline condensation. Dehydration by heat or by usual dehydrating agents gave spiro[2 H-1-benzopyran-2, 3'-phthalides] [1]. In the acidic condensation, [1] was obtained directly. [1] was also obtaned by the reaction of 3-methylenephthalide with salicylaldehyde in sulfuric acid. Similarly spiro[3 H-naphtho[2, 1-b]pyran-3, 3'- phthalide] [2] was prepared by the condensation of 2-acetylbenzoic acid with 2-hydroxy-1- naphthaldehyde in the presence of alkali, while selfcondensation product of 2-acetylbenzoic acid was obtained in place of [2] in the acidic condensation.

Journal

  • NIPPON KAGAKU KAISHI

    NIPPON KAGAKU KAISHI 1975 (12), 2146-2149, 1975-12-10

    The Chemical Society of Japan

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