Summary
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1.
2,2,4-Trichlorobutyryl chloride condenses with benzene in presence of aluminum chloride by reaction at the chlorine of the chloroformyl group with formation of 2,2,4-trichlorobutyrophenone and 2,3,3-trichlorotetrahydro-2-phenylfuran, which is isolated in the form of 3,3-dichlorotetrahydro-2-phenyl-2-furanol.
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2.
An investigation was made of the chemical transformations of 3,3-dichlorotetrahydro-2-phenyl-2-furanol, which occur both with the opening and with the preservation of the ring.
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Literature cited
E. I. Vasil'eva and R. Kh. Freidlina, Izv. AN SSSR. Otd. khim. n.,1960, 1215.
A. N. Nesmeyanov and L. I. Zakharkin, Izv. AN SSSR. Otd. khim. n.,1955, 224.
U. S. Pat. 2,569,064; Chem. Abstrs.46, 5077 (1952).
W. Reppe, Ann.,596, 158 (1955).
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The infrared spectra were determined by N. A. Chumaevskii, whom the author thanks.
Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 3, pp. 457–460, March, 1965
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Vasil'eva, E.I. Condensation of 2,2,4-trichlorobutyryl chloride with benzene. Russ Chem Bull 14, 442–444 (1965). https://doi.org/10.1007/BF00846600
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DOI: https://doi.org/10.1007/BF00846600