IP Library Granted Patent US 9,717,664
Granted Patent B2
US 9,717,664 · App. 15/092,289 · Granted Aug 1, 2017

Composition that includes cyclohexyl-substituted tertiary alkanols

Inventors: Stefan Rüdenauer (Worms, DE); Ralf Pelzer (Ludwigshafen, DE); Klaus Ebel (Heddesheim, DE); Martin Bock (Ludwigshafen, DE)
Assignee: BASF SE
A61K8/34A61Q13/00A61Q19/00C07C29/19C07C29/44C11D3/2024C11D3/2065C11D3/50A61K2800/10C07C2101/14
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Quick Facts
Patent No.
US 9,717,664
App. No.
15/092,289
Granted
Aug 1, 2017
Kind
B2
Abstract

The present invention relates to processes for the preparation of compounds of the formula (Ia) by reacting styrene with a secondary alkanol and the hydrogenation of the resulting phenyl-substituted tertiary alkanol. In addition, the invention relates to compounds of the formula (Ia) and to the use of such compounds as fragrances, and also to compositions which comprise compounds of the formulae (Ia) and (Ib).

Claims (9)

1. A method for improving the olfactory properties and/or concealing undesired intrinsic odors of a cosmetic composition, textile detergent or cleaner for hard surfaces, the method comprising adding a compound of formula (Ia) to the cosmetic composition, the textile detergent or the cleaner for hard surfaces,

wherein R 1 and R 2 , independently of one another, are selected from C 4-7 -cycloalkylalkyl- with a total of 4 to 7 carbon atoms, C 3-7 -cycloalkyl-, which is optionally substituted with 1, 2, or 3 C 1-7 -alkyl, and C 1-7 -alkyl-, and R 1 and R 2 together comprise in total 3 to 11 carbon atoms.

2. The method according to claim 1 , wherein R 1 and R 2 , independently of one another, are selected from C 1-7 -alkyl-.

3. The method according to claim 1 , wherein R 1 is methyl and R 2 is ethyl.

4. The method according to claim 1 , wherein R 1 and R 2 together comprise in total 3 to 5 carbon atoms.

5. The method according to claim 1 , wherein the adding of the compound of formula (Ia) includes adding a compound of formula (Ib)

6. The method according to claim 1 , wherein R 1 and R 2 , independently of one another, are selected from C 1-7 -alkyl, and C 4-7 -cycloalkylalkyl- with a total of 4 to 7 carbon atoms.

7. The method according to claim 1 , wherein R 1 and R 2 , independently of one another, are selected from C 1-7 -alkyl, and C 3-7 -cycloalkyl-, which is optionally substituted with 1, 2, or 3 C 1-7 -alkyl.

8. The method according to claim 2 , wherein the compound of formula (1a) is selected from the from consisting of 1-cyclohexyl-3-methyl-3-hexanol, 1-cyclohexyl-3-methyl-3-heptanol, 1-cyclohexyl-3-methyl-3-octanol, 1-cyclohexyl-3-methyl-3-nonanol, 1-cyclohexyl-3,4-dimethyl-3-octanol, 1-cyclohexyl-3,5-dimethyl-3-octanol, 1-cyclohexyl-3,6-dimethyl-3-octanol, 1-cyclohexyl-3,7-dimethyl-3-octanol, 1-cyclohexyl-3,4,4-trimethyl-3-heptanol, 1-cyclohexyl-3,5,5-trimethyl-3-heptanol, 1-cyclohexyl-3,6,6-trimethyl-3-heptanol, 1-cyclohexyl-5-ethyl-3-methyl-3-heptanol, 1-cyclohexyl-3,5-dimethyl-3-heptanol, 2,4-dicyclohexyl-2-methyl-2-butanol, 1-cyclohexyl-4-cyclopentyl-3-methyl-3-pentanol, 1-cyclohexyl-3-ethyl-3-hexanol, 1-cyclohexyl-3-ethyl-3-heptanol, 1-cyclohexyl-3-ethyl-3-octanol, and 1-cyclohexyl-3-ethyl-3-nonanol.

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Sep 7, 2016
From: PELZER, RALF; EBEL, KLAUS; BOCK, MARTIN; RÜDENAUER, STEFAN
To: BASF SE
Reel/Frame 039662/0380 →
Continuity (3)
Continuation 14090626 · Nov 26, 2013
Provisional Application 61730104 · Nov 27, 2012
Related Publication 20160213582A1 · Jul 28, 2016