Organic compounds -- part of the class 532-570 series – Organic compounds – Heterocyclic carbon compounds containing a hetero ring...
Patent
1990-12-12
1995-05-16
Dentz, Bernard
Organic compounds -- part of the class 532-570 series
Organic compounds
Heterocyclic carbon compounds containing a hetero ring...
549295, 549323, C07D30733, C07D30930
Patent
active
054162246
ABSTRACT:
A convenient stereoselective process for the preparation of .alpha.-alkylidene-substituted-.gamma.-butyrolactones and .delta.-valerolactones is provided. The process involves reacting an .alpha.-acyl lactone, an aldehyde, and an alkali metal hydroxide in an inert diluent at an elevated temperature while removing water.
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Zimmer, et al., "Substituted .gamma.-Lactones. I. Preparation of .alpha.-Substituted .gamma.-Butyrolactones by Condensation of .gamma.-Butyrolactone with Aldehydes. Hydrogenation of the Condensation Products", J. Org. Chem., vol. 24, 1959, pp. 28-32.
Chemical Abstracts, 135970x, vol. 78, No. 21, May 28, 1973, p. 354.
Tetrahedron Letters, vol. 39, 1978, pp. 3753-3756; Y. Ueno, et al.; "Deacylative Condensation I".
Journal of Organic Chemistry, vol. 42, No. 7, 1977, pp. 1180-1185; G. M. Ksander et al.; "A Method For The Synthesis Of Unsaturated Carbonyl Compounds".
JACS, vol. 74, 3120 (pp. 3122, 3123 and 3124), 1952 Taft, R.
"Mechanism and Theory in Organic Chemistry", 3rd edition, Lowry and Richardson, pp. 152 to 153, 1987.
Dentz Bernard
Henkel Corporation
Jaeschke Wayne C.
Millson Jr. Henry E.
Szoke Ernest G.
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