(E)-(R)-2-alkyl-4-(2,2,3,-Trimethylcyclopent-3-en-1-yl)-2-buten-

Details (E)-(R)-2-alkyl-4-(2,2,3,-Trimethylcyclopent-3-en-1-yl)-2-buten- (E)-(R)-2-alkyl-4-(2,2,3,-Trimethylcyclopent-3-en-1-yl)-2-buten-

1997-09-11

1999-11-30

Shippen, Michael L.

Perfume compositions

Perfume compositions

Ring containing active ingredient

568838, A61K 746

Patent

active

059942916

ABSTRACT:
An (E)-(R)-2-alkyl-4-(2,2,3-trimethylcyclopent-3-en-1-yl)-2-buten-1-ol represented by formula (I): wherein R represents an alkyl group having 1 to 3 carbon atoms,
and a process for preparing the same comprising hydrogenating a corresponding (E)-(R)-2-alkyl-4-(2,2,3-trimethylcyclopent-3-en-1-yl)-2-buten-1-al in the presence of a ruthenium-phosphine complex as a catalyst, a base comprising an alkali metal or an alkaline earth metal, and an amine. The compound (I) has an excellent sandalwood oil odor.

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patent: 4696766 (1987-09-01), Naipawer
patent: 5512543 (1996-04-01), Chapuis et al.
Acree et al., "Odor Thresholds of the Stereoisomers of Methyl Jasmonate", J Agric Food Chemvol. 33, pp. 425-427, 1985.
Lewis et al., "Reaction of .alpha.-Pinene Oxide with Zinc Bromide and Rearrangement of 2,2,3-Trimethyl-3-cyclopentene products Derived Therefrom", J Org Chem, vol. 30, pp. 4271-4275, Dec. 1965.
Reinhardt et al., "Enantiomer Separation of .alpha.-campholene and encholene derivatives by capillary gas chromatography on permethylated cyclodextrin phases", J Chromatog A, vol. 697, No. 7, pp. 475-484, 1995.
Reinhardt et al. J Chromatogr. A. 697 (1995) 475-484.

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