Preparation of alkylcyclopentadienes

Details Preparation of alkylcyclopentadienes Preparation of alkylcyclopentadienes

1993-10-15

1995-07-18

Achutamurthy, P.

Chemistry of hydrocarbon compounds

Alicyclic compound synthesis

From nonhydrocarbon

585358, 585638, C07C 120, C07C 1207

Patent

active

054343240

ABSTRACT:
Alkyl substituted cyclopentadienes are prepared by reacting cyclopentenones with a Grignard reagent followed by the acidification and dehydration of the resulting tertiary alcohol with an organic carboxylic acid.

REFERENCES:
Weber et al, Enantiomerically Pure Tertiary Alcohols by TADDOL-Assisted Additions to Ketones-or How to Make a Grignard Reagent Enantioselective, Angew. Chem., Int, Ed., vol. 31, 1992, pp. 84-86.
Morrison et al, Organic Chemistry, 4th Ed., Ally and Bacon Inc., 1983, pp. 281 and 519.
Deno, N. C., et al., "Carbonium Ions, XI, Nuclear Magnetic Resonance Spectra of the Aliphatic Alkenyl Cations", J. Am. Chem. Soc. 85, 2991, Oct. 5, 1963.
Ford, W. T., "Cycloaddition of Benzyne to Substituted Cyclopentadienes and Cyclopentadienyl Grignard Reagents", J. Org. Chem., vol 36, No. 25 (1971) pp. 3979-3987.
McLean, S., et al., "Substitution in the Cyclopentadienide Anion Serier", Tetrahedron, 1965, vol. 21, pp. 2313-2327.

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