CN1772746A - Synthesis of phenylacetaldehyde phenylglycol acetal as one kind of flower fragrance type perfume - Google Patents
Synthesis of phenylacetaldehyde phenylglycol acetal as one kind of flower fragrance type perfume Download PDFInfo
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- CN1772746A CN1772746A CN 200410068131 CN200410068131A CN1772746A CN 1772746 A CN1772746 A CN 1772746A CN 200410068131 CN200410068131 CN 200410068131 CN 200410068131 A CN200410068131 A CN 200410068131A CN 1772746 A CN1772746 A CN 1772746A
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- phenylglycol
- acetal
- reaction
- phenylacetaldehyde
- phenylacetic aldehyde
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Abstract
The synthesis of phenylacetaldehyde phenylglycol acetal as one kind of flower fragrance type perfume is the condesation of phenylacetaldehyde and phenylglycol under acid condition in the reaction expression as shown. The synthesis of the present invention has total yield of 86.7 %, and the ultimate product has fragrance similar that of lily, lily of the valley and hyacinth and is suitable for various kinds of flower fragrance type formulation. The present invention has the advantages of simple operation, mild reaction condition, relatively high yield and being suitable for large scale production.
Description
Technical field
The invention belongs to the synthetic method of the synthesis technique of novel fragrance, particularly a kind of phenylacetaldehyde phenylglycol acetal as one kind of flower fragrance type perfume.
Background technology
Phenylacetic aldehyde phenylglycol acetal is a kind of synthetic perfume that application prospect is arranged very much, has very long fragrance remaining time and well stable, has delicate fragrance, and the fragrance of a flower makes the people expect lily, the lily of the valley, and hyacinthine fragrance, end rhythm have sweet cream perfume (or spice), and fragrance is soft.Be applicable to the prescription of all kinds of floral types, can be used for most of daily chemical essence such as shampoo, bath lotion, perfumed soap, washing powder, candle, stactes etc. also can be used as fixative simultaneously and use.About the visible J.Am.Chem.Soc of the relevant report of this compound, 75,3709～3712 (1953); J.Am.Chem.Soc, 77,5095～5098 (1955), phenylacetic aldehyde phenylglycol acetal all is referred as the by product of reaction when research Styryl oxide dimer in these reports, and does not also see relevant report so far about the synthetic method of this compound.Purpose of the present invention is exactly for the synthetic method of phenylacetic aldehyde phenylglycol acetal is provided.
Summary of the invention
The method of synthetic phenylacetic aldehyde phenylglycol acetal is to carry out condensation reaction by phenylacetic aldehyde and phenylglycol under acidic conditions to obtain, and reaction formula is:
Wherein: the mol ratio of phenylacetic aldehyde and phenylglycol consumption is 1: 1 to 1: 2; Catalyst system therefor adopts mineral acid or organic acid, as: sulfuric acid, p-methyl benzenesulfonic acid, oxalic acid etc.; With inert solvent as reaction solvent as benzene, toluene, hexanaphthene; Temperature of reaction is controlled at 10～30 ℃; Reaction times is 15～30 hours.
Advantage of the present invention is: the method for synthetic phenylacetic aldehyde phenylglycol acetal is simple to operate, the reaction conditions gentleness, and yield is higher, relatively is fit to large-scale production, and product is applied in the daily chemical essence through the perfumer, has obtained good effect.
Embodiment
Further specify the present invention below in conjunction with embodiment.
Embodiment one:
The preparation of phenylacetic aldehyde phenylglycol acetal:
Stirring is being housed, prolong, add 800 milliliters of benzene, 414 gram (3.0 moles) phenylglycols and 3 gram p-methyl benzenesulfonic acids in 2000 milliliters of there-necked flasks of thermometer and dropping funnel, stir, water-bath (25 ℃), beginning slowly drip phenylacetic aldehyde 360 grams (3.0 moles), and whole dropping process needs 3 hours approximately, temperature is about 25 ℃ in keeping, and dropwises the back and continues under this temperature stirring reaction 20 hours.Reaction is finished, and use 5% sodium carbonate solution, and water washing is to neutral, reclaim solvent after, collect cut 623 grams of b.p.164～166 ℃/3mmHg, content 98% reacts yield 86.7%.IR：υ
max1494，1454，1130，1079，694cm
-1
MS(m/e)：240(M
+)，149，121，103，91，77，51。
Claims (4)
1. the synthetic method of phenylacetaldehyde phenylglycol acetal as one kind of flower fragrance type perfume, it is characterized in that: carry out condensation reaction by phenylacetic aldehyde and phenylglycol under acidic conditions and obtain, reaction formula is:
2. according to the synthetic method of right 1 described floral type spices phenylacetic aldehyde benzoglycols acetal, it is characterized in that: the mol ratio of described phenylacetic aldehyde and phenylglycol consumption is 1: 1 to 1: 2.
3. according to the synthetic method of right 1 described floral type spices phenylacetic aldehyde benzoglycols acetal, it is characterized in that: described catalyzer adopts mineral acid or organic acid, as: sulfuric acid, p-methyl benzenesulfonic acid, oxalic acid.
4. according to the synthetic method of right 1 described floral type spices phenylacetic aldehyde benzoglycols acetal, it is characterized in that: use inert solvent as reaction solvent, as: benzene, toluene, hexanaphthene, temperature of reaction is controlled at 10～30 ℃; Reaction times is 15～30 hours.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN 200410068131 CN1772746A (en) | 2004-11-12 | 2004-11-12 | Synthesis of phenylacetaldehyde phenylglycol acetal as one kind of flower fragrance type perfume |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN 200410068131 CN1772746A (en) | 2004-11-12 | 2004-11-12 | Synthesis of phenylacetaldehyde phenylglycol acetal as one kind of flower fragrance type perfume |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CN1772746A true CN1772746A (en) | 2006-05-17 |
Family
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Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN 200410068131 Pending CN1772746A (en) | 2004-11-12 | 2004-11-12 | Synthesis of phenylacetaldehyde phenylglycol acetal as one kind of flower fragrance type perfume |
Country Status (1)
| Country | Link |
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| CN (1) | CN1772746A (en) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102115434A (en) * | 2009-11-16 | 2011-07-06 | 国际香料和香精公司 | Novel 4-alkyl cyclohexanepropanal compounds and their use in perfume compositions |
| CN104945366A (en) * | 2015-06-04 | 2015-09-30 | 聂超 | Ethyl vanillin propylene glycol acetal and preparation method thereof |
-
2004
- 2004-11-12 CN CN 200410068131 patent/CN1772746A/en active Pending
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102115434A (en) * | 2009-11-16 | 2011-07-06 | 国际香料和香精公司 | Novel 4-alkyl cyclohexanepropanal compounds and their use in perfume compositions |
| CN104945366A (en) * | 2015-06-04 | 2015-09-30 | 聂超 | Ethyl vanillin propylene glycol acetal and preparation method thereof |
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| C06 | Publication | ||
| PB01 | Publication | ||
| C02 | Deemed withdrawal of patent application after publication (patent law 2001) | ||
| WD01 | Invention patent application deemed withdrawn after publication |