JPS56169681A - Preparation of marmelo lactone - Google Patents

Preparation of marmelo lactone

Info

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
Application number
JP7383880A
Other languages
Japanese (ja)
Other versions
JPS6361947B2 (en
Inventor
Masakazu Ishihara
Tomoyuki Tsuneya
Haruyasu Shioda
Minoru Shiga
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Shiono Koryo Kaisha Ltd
Original Assignee
Shiono Koryo Kaisha Ltd
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Shiono Koryo Kaisha Ltd filed Critical Shiono Koryo Kaisha Ltd
Priority to JP7383880A priority Critical patent/JPS56169681A/en
Publication of JPS56169681A publication Critical patent/JPS56169681A/en
Publication of JPS6361947B2 publication Critical patent/JPS6361947B2/ja
Granted legal-status Critical Current

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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
JP7383880A 1980-06-02 1980-06-02 Preparation of marmelo lactone Granted JPS56169681A (en)

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)

Also Published As

Publication number Publication date
JPS6361947B2 (en) 1988-11-30

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