Claims
- 1. A process for producing a compound of the formula [I]: ##STR15## wherein X is hydrogen, lower alkyl, lower alkoxy or halogen; R is lower alkyl; and .about. is any configuration of E-isomer, Z-isomer or a mixture thereof, which comprises reacting a compound of the formula [III]: ##STR16## wherein X and .about. are as defined above; and M is hydrogen or an alkali metal, with a compound of the formula [IV]:
- R--L [IV]
- wherein R is as defined above; and L is halogen or --OSO.sub.2 OCH.sub.3, to obtain a compound of the formula [II]: ##STR17## wherein X, R and .about. are as defined above, and then reacting the compound of the formula [II] with methylamine in the presence of methanol.
- 2. A process according to claim 1, wherein R is methyl.
- 3. A process according to claim 1, wherein the reaction of the compound of the formula [III] with the compound of the formula (IV) is conducted in a solvent in the presence of a base at -20.degree. to 120.degree. C. for 15 minutes to 5 hours.
- 4. A process according to claim 1, wherein the compound of the formula [I] is the E-isomer.
- 5. A process according to claim 1, wherein the compound [III] is obtained by hydrolyzing a compound of the formula [VIII]: ##STR18## washing the hydrolysis reaction mixture with a solvent slightly soluble with water, adjusting the resultant aqueous phase to pH 2 or lower to precipitate crystals and filtering off the crystals.
- 6. A process according to claim 5, wherein the solvent slightly soluble in water is dichloromethane or toluene.
Priority Claims (1)
Number |
Date |
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Kind |
2-200696 |
Jul 1990 |
JPX |
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Parent Case Info
This application is a continuation-in-part application of application Ser. No. 08/295,458 filed Aug. 25, 1994 (now U.S. Pat. No. 5,488,159), which is a divisional of application Ser. No. 08/120,392 filed Sep. 14, 1993 (now U.S. Pat. No. 5,380,913), which is a continuation-in-part application of application Ser. No. 07/964,042 filed Oct. 21, 1992 (now abandoned), which is a division of application Ser. No. 07/733,303 filed Jul. 22, 1991 (now U.S. Pat. No. 5,183,921).
US Referenced Citations (8)
Foreign Referenced Citations (5)
Number |
Date |
Country |
1131650 |
Sep 1982 |
CAX |
0254426 |
Jan 1988 |
EPX |
0253213 |
Jan 1988 |
EPX |
0398692 |
Nov 1990 |
EPX |
0468775 |
Jan 1992 |
EPX |
Non-Patent Literature Citations (3)
Entry |
March, J. Advanced Org. Chem. 3rd ed., John Wiley & Sons, New York (1985) pp. 334-338. |
Methoden Der Organischen Chemie (Houben Weyl) 4th Edition, vol. X/4 1968 Georg Thieme Verlag Stuttgart, pp. 282-294. |
Methoden Der Organischen Chemie (Houben Weyl) 4th Edition, vol. X/4 1968 Georg Thieme Verlag Stuttgart, pp. 220-223. |
Divisions (2)
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Number |
Date |
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Parent |
120392 |
Sep 1993 |
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Parent |
733303 |
Jul 1991 |
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Continuation in Parts (2)
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Number |
Date |
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Parent |
295458 |
Aug 1994 |
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Parent |
964204 |
Oct 1992 |
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