Methyl acetoacetate → dimethyl 4-[2-[(E)-4-chloro-2-butenyloxy]-5-nitrophenyl]-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate

HRID 4669

反応式

HRID 4669 の反応式
[Cl:1][CH2:2]/[CH:3]=[CH:4]/[CH2:5][O:6][C:7]1[CH:14]=[CH:13][C:12]([N+:15]([O-:17])=[O:16])=[CH:11][C:8]=1[CH:9]=O.[C:18]([O:24][CH3:25])(=[O:23])[CH2:19][C:20]([CH3:22])=O.[NH2:26]/[C:27](/[CH3:33])=[CH:28]\[C:29]([O:31][CH3:32])=[O:30]>C(O)(C)C>[Cl:1][CH2:2]/[CH:3]=[CH:4]/[CH2:5][O:6][C:7]1[CH:14]=[CH:13][C:12]([N+:15]([O-:17])=[O:16])=[CH:11][C:8]=1[CH:9]1[C:19]([C:18]([O:24][CH3:25])=[O:23])=[C:20]([CH3:22])[NH:26][C:27]([CH3:33])=[C:28]1[C:29]([O:31][CH3:32])=[O:30]

参加物

5

反応物 3

HCID 7757Methyl acetoacetateHCID 643918Methyl 3-aminocrotonateHCID 140504962-[(E)-4-chloro-2-butenyloxy]-5-nitrobenzaldehyde

生成物 1

HCID 14050497dimethyl 4-[2-[(E)-4-chloro-2-butenyloxy]-5-nitrophenyl]-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate収率 48.8%

試薬・触媒・溶媒 1

HCID 3776Isopropanol溶媒

実験手順

5.2 g of 2-[(E)-4-chloro-2-butenyloxy]-5-nitrobenzaldehyde, 2.4 g of methyl acetoacetate and 2.3 g of methyl 3-aminocrotonate was dissolved in 30 ml of iso-propanol, and the solution obtained was refluxed for 3.5 hours under heating. After cooling, the precipitated crystals were collected by filtration to give 4.4 g of dimethyl 4-[2-[(E)-4-chloro-2-butenyloxy]-5-nitrophenyl]-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate. (mp. 206°-207° C.). The product obtained was used directly for the next process without purification.

後処理

  1. customthe solution obtained
  2. temperaturewas refluxed for 3.5 hours
  3. temperatureunder heating
  4. temperatureAfter cooling
  5. filtrationthe precipitated crystals were collected by filtration

出典と根拠

ORDレコード
ord-062c826e74c641139e59148b875c82f5
出典データセット
uspto-grants-1988_02
特許番号
US04727082

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