Perfume compositions – Perfume compositions – Ring containing active ingredient
Patent
1989-09-01
1990-12-25
Lone, Werren B.
Perfume compositions
Perfume compositions
Ring containing active ingredient
512 8, 512 25, 512 26, 549291, A61K 746
Patent
active
049803425
ABSTRACT:
A convenient process for the preparation of .gamma.-alkyl-substituted-.gamma.-butyrolactones and .delta.-valerolactones is provided. The process involves forming the .alpha.-alkylidene lactone by reacting essentially equimolar amounts of an .alpha.-acyl lactone, an aldehyde, and an alkali metal hydroxide in an inert diluent at an elevated temperature while removing water and hydrogenating the .alpha.-alkylidene lactone to obtain the corresponding .alpha.-alkyl lactone.
REFERENCES:
patent: 3728358 (1973-04-01), Mookherjee et al.
Arctander, "Perfume and Flavor Chemicals", vol. 1, p. 552 (1969).
Hussain et al., "Chemical Abstracts", vol. 82 (1975), 139112z.
Avetisyn et al., "Chemical Abstracts", vol. 99 (1983), 22255h.
Banks et al., "Chemical Abstracts", vol. 107 (1987), 23268k.
Synthesis, "Methods of the Synthesis of .alpha.-Methylene Lactones", Paul A. Grieco, 1967, pp. 67-82.
Synthesis, "Advances in the Synthesis of .alpha.-Methylenelactones N.Petragnani", Helena M. C. Ferraz, Gil V. J. Silva, 1986, pp. 157-181.
Tetrahedron Letters, "Deacylative Condensation I. A New Facile Method for the Direct .alpha.-Methylenation of Ester or Lactone Starting from Monosubstituted Active Methylene Compounds", Yoshio Ueno, Hiroyuki Setoi, and Makoto Okawara, 1978, pp. 3753-3756.
J. Org. Chem., vol. 42, No. 7, "A Method of the Synthesis of Unsaturated Carbonyl Compounds", Gary M. Ksander, John E. McMurry, and Mark Johnson, 1977, pp. 1180-1185.
J. Org. Chem., vol. 48, "A New Olefin Synthesis, Synchronous Elimination of Nitro and Ester Groups or Nitro and Keto Groups from .beta.-Nitro Esters of .beta.-Nitro Ketones", Noboru Ono, Rui Tamura, Hiromichi Eto, Isami Hamamoto, Tamon Nakatsuka, Jun-ichi Hayama, and Aritsune Kaji, 1983, pp. 3678-3684.
J. Chem. Soc. Chem. Commun., "A New Synthesis of .alpha.-Methylene Lactones", Alistair W. Murray and Robert G. Reid, 1986, pp. 132-133.
Harris Eugene G.
Rebrovic Louis
Drach John E.
Henkel Corporation
Jaeschke Wayne C.
Lone Werren B.
Szoke Ernest G.
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