Oxidation products of paramethyl-substituted hindered phenols

Organic compounds -- part of the class 532-570 series – Organic compounds – Cyclohexadiene having atoms double bonded directly at the 1-...

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2604105, 558335, 558339, 558340, 560 8, 560106, 560186, 560188, 560221, 560254, 564389, 568430, 568432, 568435, 568607, 568644, 568662, 568764, 568774, C07C 4106, C07C 4538, C07C 4602, C07C 5030, C07C 6704, C07C 6916

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049158759

ABSTRACT:
Paramethyl-substituted hindered phenols are selectively oxidized by contacting with an oxidizing agent at elevated temperatures in the presence of a heterogeneous oxidative coupling catalyst. In the absence of an optional nucleophile the products comprise carbon-carbon oxidative coupling products. In the presence of a nucleophile, addition products result that may be further oxidized by continued exposure to the oxidizing agent to yield substituted p-hydroxybenzaldehydes.

REFERENCES:
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patent: 4119671 (1978-10-01), Bauer et al.
patent: 4429163 (1984-01-01), Nishizawa et al.
Filar, Tetrahedron Letters, No. 25, pp. 9-16, 1960.
Cook et al., "Oxidation of Hindered Phenols", pp. 3797-3799, (1956).
Balogh et al., J. Org. Chem., 36(10), pp. 1339-1341, 1971.
Macomber, J. Org. Chem., 47, pp. 2481-2483, (1982).
Olmura, J. Org. Chem., 49, pp. 3046-3050, (1984).

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