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Ammonia → HCID 19707339, Verbindung

HRID 2396928
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 2396928
[C:1]1([CH2:7][C:8](O)=O)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH3:11][NH2:12].N.[CH2:14]1[CH:23]2[CH:18]([CH2:19][CH2:20][C:21]3[CH:27]=[CH:26][CH:25]=[CH:24][C:22]=32)[NH:17][C:16](=[O:28])[CH2:15]1>C(O)CO.COCCOCCOC>[CH3:11][N:17]1[C:18]2[C:7]([CH3:8])([C:1]3[CH:2]=[CH:3][CH:4]=[CH:5][C:6]=3[CH2:22][CH:23]=2)[CH2:14][CH2:15][C:16]1=[O:28].[CH3:11][N:12]1[C@@H:18]2[C@:23]([CH3:1])([C:22]3[CH:24]=[CH:25][CH:26]=[CH:27][C:21]=3[CH2:20][CH2:19]2)[CH2:14][CH2:15][C:16]1=[O:28]
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Komponenten

8

Edukt 4

HCID 222AmmoniaHCID 999Phenylacetic AcidHCID 6329MethylamineHCID 19707357HCID 19707357, Verbindung

Produkt 2

HCID 19707339HCID 19707339, VerbindungHCID 53780108HCID 53780108, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 174Ethylene GlycolLösungsmittel
HCID 8150DiglymeLösungsmittel

Versuchsvorschrift

By following the procedures described in Example 40, Steps A, B, C, D, E and F using phenylacetic acid as the starting material and in Step F using methylamine rather than ammonia and diglyme rather than ethylene glycol, the compound 4-methyl-10b-methyl-1,2,3,4,6,10b-hexahydrobenzo[f]quinolin-3-one was prepared. This hexahydrobenzo[f]quinolin-3-one was hydrogenated by following the procedures described in Example 22 except that the reaction was carried out at 60° C. over 7 hours. The reaction mixture was filtered and solvent evaporated under vacuum. The residue was purified by chromatography on SiO2 (CHCl3 as eluent) followed by recrystaliization from ethyl acetate/hexanes to afford 154 mg of the title compound. Melting point 111°-113° C.

Aufarbeitung

  1. filtrationThe reaction mixture was filtered
  2. customsolvent evaporated under vacuum
  3. customThe residue was purified by chromatography on SiO2 (CHCl3 as eluent)

Quellen und Nachweise

ORD-Eintrag
ord-74f563e646f74b9ab872a9611c252854
Quelldatensatz
uspto-grants-1996_02
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US05495021

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