Preparation of aromatic nitriles

Organic compounds -- part of the class 532-570 series – Organic compounds – Nitriles

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C07C25300

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053491033

ABSTRACT:
A process for the preparation of a nitrile of formula ##STR1## wherein R is hydrogen, C.sub.1 -C.sub.4 alkyl or phenyl, by reaction of an aldehyde of formula ##STR2## wherein R is as defined above, with hydroxylamine sulfate and subsequent dehydration, which process comprises carrying out the reaction in propionic acid in the presence of a salt of propionic acid by heating to an external temperature in the range from 140.degree. to 165.degree. C., preferably from 150.degree. to 160.degree. C., for 2 to 6 hours, preferably for 3 to 5 hours, under atmospheric pressure, and simultaneously distilling the mixture of propionic acid and water from the system until a solution forms, and thereafter removing the mixture of propionic acid and water at 100.degree.-130.degree. C., preferably 110.degree.-120.degree. C., by vacuum distillation, and then isolating the resultant nitrile by standard procedures.

REFERENCES:
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patent: 4456562 (1984-06-01), Tamura et al.
patent: 4808746 (1989-02-01), Nishimura et al.
patent: 5281744 (1994-01-01), Drent
Chemical Abstract 99:53294z (1983); Chiriac.
C.A. 85:93176e (1976); Liebecher.
C.A. 90:15177m (1979); Olah, et al.
C.A. 114:206700j (1991); Shi, et al.
Journal of Nanjing University, vol. 26(2) 1990, pp. 263-266.
Y. Chem. Soc. 1933 IX p. 43; Shoppee.

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