JPS56169681A - Preparation of marmelo lactone - Google Patents
Preparation of marmelo lactoneInfo
- Publication number
- JPS56169681A JPS56169681A JP7383880A JP7383880A JPS56169681A JP S56169681 A JPS56169681 A JP S56169681A JP 7383880 A JP7383880 A JP 7383880A JP 7383880 A JP7383880 A JP 7383880A JP S56169681 A JPS56169681 A JP S56169681A
- Authority
- JP
- Japan
- Prior art keywords
- compound
- formula
- iodolactone
- ethyl
- acrolein
- 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
- Furan Compounds (AREA)
Abstract
PURPOSE: To obtain the titled substance, by reacting a reaction product between a Grignard reagent and acrolein with ethyl orthopropionate, hydrolyzing the resultant ethyl 2,7-dimethyl-4,7-octadienoate, converting the hydrolyzed compound into an iodolactone, and dehydroiodinating the iodolactone.
CONSTITUTION: A Grignard reagent prepared from metallyl chloride and metallic magnesium in THF is reacted with acrolein to give a compound of formula 2, which is then reacted with ethyl orthopropionate in the presence of a lower fatty acid, e.g. propionic acid, as a catalyst at 100W400°C to afford a compound of formula 3. The resultant compound of formula 3 is then hydrolyzed with NaOH, and converted into an iodolactone with excess iodine and pottasium iodide in an aqoeous solution of NaHCO3 to give a compound of formula 5, which is then dehydroiodinated with an equivalent amount of 1,8-diazabicyclo[5,4,0]-7-undecene in toluene to afford the aimed compound of formula 1.
COPYRIGHT: (C)1981,JPO&Japio
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP7383880A JPS56169681A (en) | 1980-06-02 | 1980-06-02 | Preparation of marmelo lactone |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP7383880A JPS56169681A (en) | 1980-06-02 | 1980-06-02 | Preparation of marmelo lactone |
Publications (2)
Publication Number | Publication Date |
---|---|
JPS56169681A true JPS56169681A (en) | 1981-12-26 |
JPS6361947B2 JPS6361947B2 (en) | 1988-11-30 |
Family
ID=13529672
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP7383880A Granted JPS56169681A (en) | 1980-06-02 | 1980-06-02 | Preparation of marmelo lactone |
Country Status (1)
Country | Link |
---|---|
JP (1) | JPS56169681A (en) |
-
1980
- 1980-06-02 JP JP7383880A patent/JPS56169681A/en active Granted
Also Published As
Publication number | Publication date |
---|---|
JPS6361947B2 (en) | 1988-11-30 |
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