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2-furyl- and 2-thienyl-substituted di- and tetrahydropyrans for use as aroma chemicals

An O-C1-C4-, aromatic technology, applied in organic chemistry, food science, essential oils/fragrances, etc., can solve the problems that dihydropyran and tetrahydropyran have not been proposed as aroma chemicals

Pending Publication Date: 2021-01-08
BASF SE
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0011] 2-furyl- and 2-thienyl-substituted dihydropyrans and tetrahydropyrans have not been proposed as aroma chemicals so far

Method used

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  • 2-furyl- and 2-thienyl-substituted di- and tetrahydropyrans for use as aroma chemicals
  • 2-furyl- and 2-thienyl-substituted di- and tetrahydropyrans for use as aroma chemicals
  • 2-furyl- and 2-thienyl-substituted di- and tetrahydropyrans for use as aroma chemicals

Examples

Experimental program
Comparison scheme
Effect test

Embodiment Construction

[0342] Preparation Example

[0343] abbreviation:

[0344] DMAP: 4-(Dimethylamino)-pyridine

[0345] EA: ethyl acetate

[0346] RT: room temperature

[0347] THF: Tetrahydrofuran

[0348] MTBE: methyl-tert-butyl ether

[0349] analyze:

[0350] The purity of the product was determined on an area % basis by gas chromatography:

[0351] GC column: DB-WAX (30m (length), 0.25mm (ID), 0.25 micron (film));

[0352] Temperature program: 5 min at 50°C, 50°C to 230°C at 6°C / min, 10 min at 230°C. Injector temperature 200°C; detector temperature 230°C. Flow rate: 1.4ml / min

[0353] pass 13 The product was identified by C NMR.

[0354] 1a) Preparation of 2-(furan-2-yl)-4-methyl-tetrahydropyran-4-ol (R 1 =OH compound of formula (I.a)) and corresponding three elimination products with exocyclic or intracyclic double bonds (X=O and R 2 , R 3 or R 4 with R 1 Compounds of formula (I) that together represent a double bond)

[0355] To prenol (3-methylbut-3-en-1-ol) (40 g, 0...

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PUM

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Abstract

The present invention relates to the use of 2-furyl- and 2-thienyl-substituted di- and tetrahydropyrans of the formula (I)wherein the variables are as defined in the claims and the description, as aroma chemicals; to aroma chemical compositions comprising at least one 2-furyl- or 2-thienyl-substituted di- or tetrahydropyran and to a method for preparing an aroma chemical composition. The present invention further relates to specific 2-furyl- and 2-thienyl-substituted di- and tetrahydropyrans and to a method for their preparation.

Description

[0001] The present invention relates to the use of 2-furyl- and 2-thienyl-substituted dihydropyrans and tetrahydropyrans as aroma chemicals, to compounds containing at least one 2-furyl- or 2-thienyl-substituted Aromachemical compositions of dihydropyrans or tetrahydropyrans, and processes for the preparation of aromachemical compositions, in particular perfuming compositions, especially perfuming ready-to-use compositions, comprising the incorporation of at least one 2-furan Incorporation of yl- or 2-thienyl-substituted dihydropyrans or tetrahydropyrans into such compositions. The invention further relates to specific 2-furyl- and 2-thienyl-substituted dihydropyrans and tetrahydropyrans and processes for their preparation. [0002] Background of the invention [0003] Fragrance chemicals, especially fragrances, are of interest especially in the field of cosmetics and cleaning and laundry compositions. Fragrances of natural origin are mostly expensive, often in limited supply,...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C11B9/00A23L27/20C07D407/04C07D409/04
CPCC07D407/04C07D409/04A23L27/2052C11B9/0076C11B9/008
Inventor M·布鲁罗伊格M·丹兹R·派尔泽
Owner BASF SE