Water → HCID 13156258、化合物

HRID 851690ノート

反応式

HRID 851690 の反応式
[C:1]1([C:7]2[CH:8]=[C:9]3[N:14]([CH:15]=2)[CH:13]=[CH:12][CH:11]=[CH:10]3)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.N1C=CC=CC=1.C[O:23][C:24]([CH2:26][CH2:27][C:28](Cl)=[O:29])=[O:25].O>C1C=CC=CC=1>[C:1]1([C:7]2[CH:8]=[C:9]3[N:14]([C:15]=2[C:28](=[O:29])[CH2:27][CH2:26][C:24]([OH:25])=[O:23])[CH:13]=[CH:12][CH:11]=[CH:10]3)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

参加物

6

反応物 4

HCID 962WaterHCID 1049PyridineHCID 73888Butanoic acid, 4-chloro-4-oxo-, methyl esterHCID 961282-Phenylindolizine

生成物 1

HCID 13156258HCID 13156258、化合物収率 53.6%

試薬・触媒・溶媒 1

HCID 241Benzene溶媒

実験手順

To a suspension of 10.2 g of 2-phenylindolizine in 150 ml of benzene were added 6 ml of pyridine and 9.6 g of β-methoxycarbonylpropionyl chloride and the mixture was refluxed overnight. After cooling, 50 ml of water was added and the whole mixture was extracted with benzene. After the extract was decolorized and concentrated, to the residue was added 30 ml of isopropyl ether and the mixture was cooled to precipitate methyl 4-(2-phenyl-3-indolizinyl)-4-oxobutyrate. The precipitate was filtered off and then this ester compound was hydrolyzed in a conventional manner to give 8.3 g of 4-(2-phenyl-3-indolizinyl)-4-oxobutyric acid, melting at 131°-133° C.

後処理

  1. temperaturethe mixture was refluxed overnight
  2. temperatureAfter cooling
  3. extractionthe whole mixture was extracted with benzene
  4. concentrationconcentrated, to the residue
  5. additionwas added 30 ml of isopropyl ether
  6. temperaturethe mixture was cooled
  7. customto precipitate methyl 4-(2-phenyl-3-indolizinyl)-4-oxobutyrate
  8. filtrationThe precipitate was filtered off

出典と根拠

ORDレコード
ord-5583c7c38b9545e2ab77fc2ce41b9c5b
出典データセット
uspto-grants-1983_05
特許番号
US04386092

反応ノート

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