Cyclopentendione and cyclopentenone

Details Cyclopentendione and cyclopentenone Cyclopentendione and cyclopentenone

1982-09-20

1984-08-14

Reamer, James H.

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

Organic compounds

Oxygen containing

568376, 568330, 549 78, C07C 49597

Patent

active

044658621

ABSTRACT:
A method of producing a 4-hydroxycyclopentenone represented by the formula, ##STR1## wherein R.sub.1 is an alkyl, alkenyl, alkynyl, cycloalkyl, thienyl, phenyl, p-methylbenzyl or benzyl group and R.sub.2 is an alkyl, alkenyl or alkynyl group having 6 or less carbon atom, which comprises reacting a furylcarbinol compound of the formula, ##STR2## wherein R.sub.1 is as defined above, in the presence of an acid in a mixed solvent of water and an organic solvent, to obtain a cyclopentenone compound of the formula, ##STR3## wherein R.sub.1 is as defined above; reacting the cyclopentenone compound in the presence of an oxidizing agent to obtain a cyclopentendione compound of the formula, ##STR4## wherein R.sub.1 is as defined above; reacting the cyclopentendione compound with a Grignard reagent of the formula,

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Harada et al., Chem. Abst., vol. 77, #139175u, (1972).
Skorianety et al., Chem. Abst., vol. 72, #13514q, (1972).
Gren et al., Chem. Abst., vol. 54, #24442e, (1961).

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