JPS5536459A - Optically active lilial and its preparation - Google Patents
Optically active lilial and its preparationInfo
- Publication number
- JPS5536459A JPS5536459A JP11094378A JP11094378A JPS5536459A JP S5536459 A JPS5536459 A JP S5536459A JP 11094378 A JP11094378 A JP 11094378A JP 11094378 A JP11094378 A JP 11094378A JP S5536459 A JPS5536459 A JP S5536459A
- Authority
- JP
- Japan
- Prior art keywords
- formula
- optically active
- tert
- lilial
- compound
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Granted
Links
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Fats And Perfumes (AREA)
Abstract
NEW MATERIAL:Optically active p-tert-butyl-α-methyldihydrocinnamaldehyde of formula I'.
USE: Synthetic aldehyde perfumes having a fragrance like a lily of the valley, particularly the (-) isomer is a perfume superior to the racemic lilial.
PROCESS: p-tert-Butyl-α-methyl-dihydrocinnamic acid of formula II is reacted with an optically active amine, e.g. α-phenyl-β-tolylethylamine, in a solvent, e.g. ethanol, at room temperature to give salts. A slightly soluble diastereomer salt is selectively crystallized, and decomposed to recover an optically active amine. The resulting compound of formula II' is then reacted with thionyl chloride to form a compound of formula III', which is reduced with LiAl(OBu-tert)3H in a solvent, e.g. THF, to give the compound of formula I'.
COPYRIGHT: (C)1980,JPO&Japio
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP11094378A JPS5848530B2 (en) | 1978-09-08 | 1978-09-08 | Method for producing optically active Lilial |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP11094378A JPS5848530B2 (en) | 1978-09-08 | 1978-09-08 | Method for producing optically active Lilial |
Publications (2)
Publication Number | Publication Date |
---|---|
JPS5536459A true JPS5536459A (en) | 1980-03-14 |
JPS5848530B2 JPS5848530B2 (en) | 1983-10-28 |
Family
ID=14548480
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP11094378A Expired JPS5848530B2 (en) | 1978-09-08 | 1978-09-08 | Method for producing optically active Lilial |
Country Status (1)
Country | Link |
---|---|
JP (1) | JPS5848530B2 (en) |
Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4749815A (en) * | 1986-02-14 | 1988-06-07 | Givaudan Corporation | Process for the manufacture of p-tert-butyl-alpha-methyl-hydrocinnamaldehyde |
JPH03221599A (en) * | 1990-01-26 | 1991-09-30 | Takasago Internatl Corp | Perfume composition |
JP2008534448A (en) * | 2005-03-17 | 2008-08-28 | ビーエーエスエフ ソシエタス・ヨーロピア | Process for producing optically active 3-phenylpropionic acid derivatives and subsequent products of the derivatives |
Families Citing this family (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPH0513621Y2 (en) * | 1986-02-28 | 1993-04-12 |
-
1978
- 1978-09-08 JP JP11094378A patent/JPS5848530B2/en not_active Expired
Cited By (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4749815A (en) * | 1986-02-14 | 1988-06-07 | Givaudan Corporation | Process for the manufacture of p-tert-butyl-alpha-methyl-hydrocinnamaldehyde |
US4778934A (en) * | 1986-02-14 | 1988-10-18 | Givaudan Corporation | Process for the manufacture of p-tert-butyl-α-methylhydrocinnamaldehyde |
JPH03221599A (en) * | 1990-01-26 | 1991-09-30 | Takasago Internatl Corp | Perfume composition |
JP2008534448A (en) * | 2005-03-17 | 2008-08-28 | ビーエーエスエフ ソシエタス・ヨーロピア | Process for producing optically active 3-phenylpropionic acid derivatives and subsequent products of the derivatives |
JP4763771B2 (en) * | 2005-03-17 | 2011-08-31 | ビーエーエスエフ ソシエタス・ヨーロピア | Process for producing optically active 3-phenylpropionic acid derivatives and subsequent products of the derivatives |
Also Published As
Publication number | Publication date |
---|---|
JPS5848530B2 (en) | 1983-10-28 |
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