Water → HCID 13156258, 화합물

HRID 851690노트

반응식

HRID 851690 반응식
[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

참가 물질

6

반응물 4

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

생성물 1

HCID 13156258HCID 13156258, 화합물수율 53.6%

시약·촉매·용매 1

HCID 241Benzene용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-5583c7c38b9545e2ab77fc2ce41b9c5b
출처 데이터셋
uspto-grants-1983_05
특허 번호
US04386092

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