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Novel flavor compound and preparation method, application and composition thereof

A compound and composition technology, applied in the field of new fragrance compounds, to achieve the effect of many functional groups, pure taste and moderate number

Active Publication Date: 2010-02-10
XIAMEN OMIC BIOTECH CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Although the theory of predicting the aroma characteristics of a new compound through the molecular structure of organic compounds has not fully explained the internal relationship between them, we can know that the number of carbon atoms, unsaturation, functional groups, substituents, Factors of isomerization have a great influence on the aroma of fragrance compounds

Method used

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  • Novel flavor compound and preparation method, application and composition thereof
  • Novel flavor compound and preparation method, application and composition thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0024] Embodiment 1: the synthesis of 1-(4-methoxyphenyl)-2,3-butanedione

[0025] Mix 110g of anisaldehyde and 286g of hydroxyacetone at room temperature to obtain a mixture of anisaldehyde and hydroxyacetone; add 63g of 18% hydrochloric acid to the reaction flask, heat up to 50°C, and then add the above-mentioned anise dropwise at a constant speed within 2 hours while stirring The mixture of aldehyde and hydroxyacetone, continue to keep for 2h after dripping;

[0026] Then, 110 g of water was added to the reaction liquid, and the reaction was continued for 2 hours after the temperature was raised to 82° C.; the product was obtained by cooling to 25° C. and filtered, and recrystallized with denatured alcohol to obtain 58.2 g of white crystals. After detection, its melting point is 123.7-123.8°C; the yield is 37.5%.

[0027] 1 H NMR (CDCl 3 , 400MHz): d 2.51(s, 3H), 3.87(s, 3H), 6.46(s, 1H), 6.945(s, 1H), 6.967(s, 1H), 7.22(d, J=1.6Hz, 1H ), 7.81-7.83 (m, 2H) ppm;

[0028...

Embodiment 2

[0030] Embodiment 2: the synthesis of 1-(4-ethoxyphenyl)-2,3-butanedione

[0031] According to Example 1, 1-(4-ethoxyphenyl)-2,3-butanedione can be obtained by using p-ethoxybenzaldehyde with a yield of 32%.

Embodiment 3

[0032] Example 3: Synthesis of 1-(4-hydroxymethoxyphenyl)-2,3-butanedione

[0033] According to Example 1, 1-(4-hydroxymethoxyphenyl)-2,3-butanedione can be obtained by using p-hydroxymethoxybenzaldehyde with a yield of 30%.

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Abstract

The invention discloses a novel diketone flavor compound and a preparation method, composition and application thereof. The preparation method comprises the following steps: mixing anisaldehyde and hydroxyacetone under normal temperature and obtaining mixed liquor of the anisaldehyde and the hydroxyacetone; adding 10-30% of hydrochloric acid into a reaction bottle, raising the temperature to 30-60 DEG C, then dropwise adding the mixed liquor of the anisaldehyde and the hydroxyacetone at constant speed within 1-3h while stirring and keeping maintaining for 1-3h after dropping; adding water into the reaction solution and keeping reacting for 1-3h after raising the temperature to 75-85 DEG C; lowering the temperature to 20-30 DEG C and filtering to obtain a product, and recrystallizing the product with industrial alcohol to obtain white crystals. The compound has pure, full-bodied and elegant bean fragrance like the fragrance of coumarin and can be used in such products as perfumes, candles, paints, toilet water, toiletries, care products, cleaning products or air fresheners.

Description

technical field [0001] The present invention relates to a novel fragrance compound which can be used as perfume, its preparation method, application and composition, and in particular to a diketone compound, its preparation method, application and composition. Background technique [0002] Ketone compounds play an important role in the fragrance industry, and ketone fragrances account for about 15% of the total number of fragrances. Aromatic ketones are commonly used fragrances. C 7 -C 12 The low-carbon aliphatic ketones can be directly used as spices due to their strong and pleasant smell. while C 3 -C 6 The aroma of low-carbon aliphatic ketones is weak, and they are rarely used directly as spices, but due to C 3 -C 6 The unique structure of diketone can be used in food. For example, diacetyl can be used in daily flavors such as lavender, iris, and sandalwood due to its creamy fragrance. The main purpose is to prepare food flavors such as cream, cheese, chocolate, ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C49/255C07C45/74C11B9/00A61Q13/00A61Q1/00A61Q11/00A61Q15/00A61Q5/00C11C5/00C09D7/12C11D9/44A61L9/01A61L101/32
Inventor 王少培黄志强
Owner XIAMEN OMIC BIOTECH CO LTD
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