Nucleophilic displacement process for preparing 2,6-dihydrocarbo

Organic compounds -- part of the class 532-570 series – Organic compounds – Oxygen containing

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568704, C07C 7922, C07C 7924

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045829470

ABSTRACT:
2,6-Dihydrocarbyl-4-(nitroaryl)phenols are prepared by reacting (1) a nitroaromatic compound bearing a displaceable substituent selected from nitro and phenylsulfonyl on a ring carbon which is adjacent to, or separated by two ring atoms from, the ring carbon bearing the nitro substituent with (2) a 2,6-dihydrocarbylphenol selected from 2,6-di-t-butyl- , 2,6-di-t-amyl-, 2-t-butyl-6-isopropyl-, and 2,6-diphenylphenols having a replaceable hydrogen in the 4-position in an inert solvent and in the presence of a strong base. The preferred nitroaromatic compounds are 1,2- and 1,4-dinitrobenzenes, 1-nitro-2-phenylsulfonylbenzenes, and 1-nitro-4-phenylsulfonylbenzenes; and a preferred phenol is 2,6-di-t-butylphenol.

REFERENCES:
patent: 4014943 (1977-03-01), Dounchis
patent: 4172151 (1979-10-01), Moore
Korublum et al., "J. Organic Chem.", vol. 46(9), 1560-64 (1976).
Wright et al., "J. Organic Chem.", vol. 33(3), 1245-46 (1968).

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