Butanoic acid, 3-oxo-, 2-chloroethyl ester → HCID 14304814、化合物

HRID 231816ノート

反応式

HRID 231816 の反応式
[C:1]([C:3]1[N:8]=[C:7]([CH:9]=O)[CH:6]=[CH:5][CH:4]=1)#[N:2].[C:11]([O:17][CH2:18][CH2:19][Cl:20])(=[O:16])[CH2:12][C:13]([CH3:15])=O.[NH2:21]/[C:22](/[CH3:28])=[CH:23]\[C:24]([O:26][CH3:27])=[O:25]>C(O)(C)C>[CH3:27][O:26][C:24]([C:23]1[CH:9]([C:7]2[CH:6]=[CH:5][CH:4]=[C:3]([C:1]#[N:2])[N:8]=2)[C:12]([C:11]([O:17][CH2:18][CH2:19][Cl:20])=[O:16])=[C:13]([CH3:15])[NH:21][C:22]=1[CH3:28])=[O:25]

参加物

5

反応物 3

HCID 108605Butanoic acid, 3-oxo-, 2-chloroethyl esterHCID 643918Methyl 3-aminocrotonateHCID 27483386-Formylpyridine-2-carbonitrile

生成物 1

HCID 14304814HCID 14304814、化合物収率 34%

試薬・触媒・溶媒 1

HCID 3776Isopropanol溶媒

実験手順

6-Cyano-2-pyridine aldehyde (1.613 g, 12.2 mmol), chloroethyl acetoacetate (2.009 g, 12.2 mmol) and methyl 3-aminocrotonate (1.364 g, 12.2 mmol) were dissolved in 16 ml of isopropanol, and the solution was stirred at 35° to 40° C. under a nitrogen gas stream for 14 hours. The reaction solvent was distilled off under reduced pressure, and the residue was purified by column chromatography [silica gel; ethyl acetate-n-hexane (5:6)]. The crude product thus obtained was recrystallized from isopropyl ether-methanol to obtain 1.546 g (34% yield) of the above-captioned compound.

後処理

  1. distillationThe reaction solvent was distilled off under reduced pressure
  2. customthe residue was purified by column chromatography [silica gel; ethyl acetate-n-hexane (5:6)]
  3. customThe crude product thus obtained
  4. customwas recrystallized from isopropyl ether-methanol

出典と根拠

ORDレコード
ord-86e87c7687034558a4452c59ae2c93af
出典データセット
uspto-grants-1989_07
特許番号
US04849429

反応ノート

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