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Stannous Chloride → HCID 67023933, 화합물

HRID 450739
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HRID 450739 반응식
[N+:1]([C:4]1[CH:16]=[C:15]2[C:7]([C:8]3[CH2:9][CH2:10][N:11]([CH2:20][CH2:21][CH3:22])[CH2:12][C:13]=3[N:14]2C(=O)C)=[CH:6][CH:5]=1)([O-])=O.[Sn](Cl)Cl>CO>[CH2:20]([N:11]1[CH2:10][CH2:9][C:8]2[C:7]3[C:15](=[CH:16][C:4]([NH2:1])=[CH:5][CH:6]=3)[NH:14][C:13]=2[CH2:12]1)[CH2:21][CH3:22]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 24479Stannous ChlorideHCID 67024029HCID 67024029, 화합물

생성물 1

HCID 67023933HCID 67023933, 화합물수율 46.9%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

To 1-(7-nitro-2-propyl-1,2,3,4-tetrahydro-beta-carbolin-9-yl)-ethanone (1.2 g, 2.79 mmol, 70% purity) in methanol (50 ml) was added tin dichloride (5.03 g, 22.3 mmol) and the reaction mixture was refluxed for 3 h. The solvent was removed, the residue treated with 1 N aqueous sodium hydroxide and ethyl acetate, filtered through celite, the phases separated and the aqueous phase extracted twice with ethyl acetate. The combined organic phases were dried over magnesium sulfate, filtered, and evaporated to dryness to yield 700 mg of crude product. The crude product was purified with silica gel chromatography with ethyl acetate/methanol (95:5) as eluent to give the desired product (300 mg, 45% yield).

후처리

  1. temperaturethe reaction mixture was refluxed for 3 h
  2. customThe solvent was removed
  3. additionthe residue treated with 1 N aqueous sodium hydroxide and ethyl acetate
  4. filtrationfiltered through celite
  5. customthe phases separated
  6. extractionthe aqueous phase extracted twice with ethyl acetate
  7. dry with materialThe combined organic phases were dried over magnesium sulfate
  8. filtrationfiltered
  9. customevaporated to dryness
  10. customto yield 700 mg of crude product
  11. customThe crude product was purified with silica gel chromatography with ethyl acetate/methanol (95:5) as eluent

출처 및 근거

ORD 기록
ord-ba36ed9bd28549b298d98d80973eb7cf
출처 데이터셋
uspto-grants-2013_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08486984B2

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