Synthesis of 2-substituted-5-methyl-pyridines

Details Synthesis of 2-substituted-5-methyl-pyridines Synthesis of 2-substituted-5-methyl-pyridines

1982-10-07

1984-09-25

Bond, Robert T.

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

Organic compounds

Heterocyclic carbon compounds containing a hetero ring...

C07D21170, C07D22304

Patent

active

044736967

ABSTRACT:
A process for the synthesis of compounds which are known intermediates for the pyridyloxyphenoxy herbicides as well as intermediates used in the process. Propionaldehyde and an acrylic compound, two readily available starting materials, are reacted to form a 2-formylpentanoic compound which is cyclized to a dihydro pyridone which is then oxidized to the 2-hydroxy pyridine. The hydroxypyridine may be halogenated to a 2-halopyridine.

REFERENCES:
patent: 3478034 (1969-11-01), Campbell et al.
Hubert et al., "Tetrahedron", vol. 31, pp. 1437-1441 (1975).
Moriconi et al., "J. Org. Chem.", vol. 36, No. 19, pp. 2841-2849 (1971).
Brannock et al., "J. Org. Chem.", vol. 26, pp. 625-626 (1961).
Firrell et al., "J. Chem. Soc.", (B) pp. 351-353 (1971).
Mannich et al., "Chem. Ber.", vol. 74, pp. 1629-1643 (1941).
Benzing, "Angew. Chem.", vol. 71, p. 521 (1959).
Brannock et al., "J. Org. Chem.", vol. 29, pp. 801-812 (1964).
Abstract of 140th AOS Meeting (1961), Abstract No. 84, Brannock et al.

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