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Pyrrolidine → 1-[(1-Methyl-1H-indol-3-yl)methylene]-2,3-dihydro-1H-indolizinium chloride

HRID 19424
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HRID 19424 반응식
[Cl-:1].[CH2:2]1[C:10]2[N+:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH2:4][CH2:3]1.[CH3:11][N:12]1[C:20]2[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=2)[C:14]([CH:21]=O)=[CH:13]1.N1CCCC1>C(O)(C)C>[Cl-:1].[CH3:11][N:12]1[C:20]2[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=2)[C:14]([CH:21]=[C:2]2[C:10]3[N+:5](=[CH:6][CH:7]=[CH:8][CH:9]=3)[CH2:4][CH2:3]2)=[CH:13]1
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 31268PyrrolidineHCID 878941-Methyl-1H-indole-3-carbaldehydeHCID 685630602,3-dihydro-1H-indolizinium chloride

생성물 1

HCID 685612741-[(1-Methyl-1H-indol-3-yl)methylene]-2,3-dihydro-1H-indolizinium chloride

시약·촉매·용매 1

HCID 3776Isopropanol용매

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온도
80 °C

실험 절차

1.55 g of 2,3-dihydro-1H-indolizinium chloride and 1.59 g of 1-methylindole-3-carboxaldehyde were suspended in 15 ml of isopropanol, in a 50 ml three-necked flask. The reaction mixture was heated at 80° C. and then 820 μl of pyrrolidine were introduced. The reaction mixture was immediately cooled to ambient temperature. The precipitate was filtered off, and washed with 2 times 30 ml of isopropanol before being dried under a strong vacuum in the presence of P2O5, until a constant weight was obtained. 2.59 g of orange powder were recovered. The analyses (NMR) (d6-DMSO) and mass spectrometry ESI+M/Z=261) were in conformity with the expected structure.

후처리

  1. temperatureThe reaction mixture was immediately cooled to ambient temperature
  2. filtrationThe precipitate was filtered off
  3. washwashed with 2 times 30 ml of isopropanol
  4. dry with materialbefore being dried under a strong vacuum in the presence of P2O5, until a constant weight
  5. customwas obtained
  6. custom2.59 g of orange powder were recovered

출처 및 근거

ORD 기록
ord-f029dbf5f9824a3084cf243e809d0898
출처 데이터셋
uspto-grants-2010_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07744658B2

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