Synthesis of 2,3,6,7-Tetramethylnaphthalene from 2,3-Dimethylsuccinic Anhydride and <i>o</i>-Xylene

• Yasuhiko Dozen

  Government Industrial Research Institute

• Masato Hatta

  Government Industrial Research Institute

抄録

2,3,6,7-Tetramethylnaphthalene (7b) was prepared from 2,3-dimethylsuccinic anhydride (1) and o-xylene in five steps, and the configurations of their intermediates were studied. The higher-melting isomer (threo form) of 1 gave higher-melting products in each step, while the lower-melting isomer (erythro form) of 1 gave lowermelting ones. The configurations of the intermediates were confirmed by the MNR spectral data of tetramethyltetralines (6b). Similar reactions were carried out with 3-benzoyl-2,3-dimethylpropionic acid (2a) in order to learn the configurations of the intermediates. 3-Aroyl-2,3-dimethylpropionic acids (2) gave 2,3-dimethyl-4-aryl-3-buten-4-oildes (3) upon heating with hydrochloric acid.

収録刊行物

• Bulletin of the Chemical Society of Japan

  Bulletin of the Chemical Society of Japan 48 (10), 2842-2847, 1975-10-01

  Oxford University Press (OUP)

キーワード

• General Chemistry

詳細情報

• CRID: 1360002219100340992
• NII論文ID: 130001972713
• DOI: 10.1246/bcsj.48.2842
• ISSN: 13480634
• ISSN: 00092673
• Web Site: https://academic.oup.com/bcsj/article-pdf/48/10/2842/56090948/bcsj.48.2842.pdf
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