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Water → 5-(N-acetylamino)-2-phenyl-1,3,4,5-tetrahydrobenz[cd]indole

HRID 1637266
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1637266
[NH2:1][CH:2]1[C:12]2[C:13]3[C:5](=[C:6]([C:14]4[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=4)[NH:7][C:8]=3[CH:9]=[CH:10][CH:11]=2)[CH2:4][CH2:3]1.N1C=CC=CC=1.[C:26](OC(=O)C)(=[O:28])[CH3:27].O>C(Cl)Cl>[C:26]([NH:1][CH:2]1[C:12]2[C:13]3[C:5](=[C:6]([C:14]4[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=4)[NH:7][C:8]=3[CH:9]=[CH:10][CH:11]=2)[CH2:4][CH2:3]1)(=[O:28])[CH3:27]
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

6

Edukt 4

HCID 962WaterHCID 1049PyridineHCID 7918Acetic AnhydrideHCID 101988185-Amino-2-phenyl-1,3,4,5-tetrahydrobenz[cd]indole

Produkt 1

HCID 193481405-(N-acetylamino)-2-phenyl-1,3,4,5-tetrahydrobenz[cd]indoleAusbeute 61,1 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344
Dichloromethane
Lösungsmittel

Versuchsvorschrift

A portion (70 mg) of the compound obtained in Example 81 was dissolved in anhydrous methylene chloride (10 ml) and to the solution were added pyridine (22 mg) and acetic anhydride (29 mg). The mixture was stirred for 20 minutes at room temperature. To the reaction mixture was added water, followed by extraction with methylene chloride. The organic layer was washed with water and saturated aqueous solution of sodium chloride and dried over anhydrous sodium sulfate. Then, the solvent was distilled off under reduced pressure and the residue was purified by silica gel column chromatography (ethyl acetate/hexane=1:2-1:1-2:1) to yield 50 mg (61%) of the titled compound as a pale brown powder.

Aufarbeitung

  1. extractionfollowed by extraction with methylene chloride
  2. washThe organic layer was washed with water and saturated aqueous solution of sodium chloride
  3. dry with materialdried over anhydrous sodium sulfate
  4. distillationThen, the solvent was distilled off under reduced pressure
  5. customthe residue was purified by silica gel column chromatography (ethyl acetate/hexane=1:2-1:1-2:1)

Quellen und Nachweise

ORD-Eintrag
ord-35c101d5344642c7af2f242cd0899cbd
Quelldatensatz
uspto-grants-2000_03
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US06040331

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