Producing substituted 2-cyclopentenones

Details Producing substituted 2-cyclopentenones Producing substituted 2-cyclopentenones

1980-05-21

1981-12-08

Trousof, Natalie

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

Organic compounds

Oxygen containing

560156, 562553, C07C 4545

Patent

active

043049427

ABSTRACT:
A process is provided for producing substituted 2-cyclopentenones represented by the general formula: ##STR1## where R.sup.1, R.sup.2, R.sup.3, R.sup.4, and R.sup.5 are hydrogen or lower aliphatic hydrocarbyl groups. The process comprises treating a nitroalkane with a substituted acrylic acid ester in the presence of a base, followed by saponification, to yield a substituted 4-nitropentanoic acid which acid is then treated with strong acid under dehydrative conditions to yield the subject 2-cyclopentenone.

REFERENCES:
patent: 2554831 (1951-05-01), Kloetzel
patent: 3577455 (1971-05-01), Jones et al.
Fakin et al., Chem. Abst., vol. 87, #200711r (1977).
Tishchenko et al., Chem. Abst., vol. 88, #220772 (1978).
Sisido et al., J. Org. Chem., vol. 29, pp. 904-907 (1964).
Tsuji et al., Tetrahedron, vol. 39, pp. 3741-3743 (1979).
Ho, Synthetic Comm., vol. 4, #5, pp. 285-287 (1974).
Bellasio et al., Chem. Abst., vol. 85, #177173q (1976).

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