Dichloromethane → 1-[7,8-Dimethoxy-1,3,4,5-tetrahydro-2H-3-benzazepin-2-on-3-yl]-3-[N-methyl-N-(2-{3,4-dimethoxy-phenyl}-ethyl)-amino]-propane-dihydrochloride

HRID 1154643Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1154643
[CH3:1][O:2][C:3]1[C:19]([O:20][CH3:21])=[CH:18][C:6]2[CH2:7][C:8](=[O:17])[N:9]([CH2:12][CH2:13][CH2:14][NH:15][CH3:16])[CH2:10][CH2:11][C:5]=2[CH:4]=1.[CH3:22][O:23][C:24]1[CH:25]=[C:26]([CH2:32]C[Cl:34])[CH:27]=[CH:28][C:29]=1[O:30][CH3:31].[CH2:35](Cl)[Cl:36]>CC(C)=O>[ClH:34].[ClH:36].[CH3:1][O:2][C:3]1[C:19]([O:20][CH3:21])=[CH:18][C:6]2[CH2:7][C:8](=[O:17])[N:9]([CH2:12][CH2:13][CH2:14][N:15]([CH3:35])[CH2:16][CH2:32][C:26]3[CH:27]=[CH:28][C:29]([O:30][CH3:31])=[C:24]([O:23][CH3:22])[CH:25]=3)[CH2:10][CH2:11][C:5]=2[CH:4]=1

Komponenten

5

Edukt 3

HCID 6344DichloromethaneHCID 30153594-(2-Chloroethyl)-1,2-dimethoxybenzeneHCID 100172197,8-Dimethoxy-3-[3-(methylamino)propyl]-1,3,4,5-tetrahydro-2H-3-benzazepin-2-one

Produkt 1

HCID 204336851-[7,8-Dimethoxy-1,3,4,5-tetrahydro-2H-3-benzazepin-2-on-3-yl]-3-[N-methyl-N-(2-{3,4-dimethoxy-phenyl}-ethyl)-amino]-propane-dihydrochloride

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 180AcetoneLösungsmittel

Versuchsvorschrift

22 gm (0.075 mol) of N-[3-(7,8-dimethoxy-1,3,4,5-tetrahydro-2H-3-benzazepin-2-on-3-yl)-propyl]-methylamine were heated with 7.2 gm (0.036 mol) of 2-(3,4-dimethoxyphenyl)-ethyl-chloride for 20 hours at 140° C. After dissolving the reaction product in methylene chloride, the solution was washed twice with 2N sodium hydroxide and twice with water, dried over sodium sulfate and evaporated. The residue was purified by chromatography on silica gel (particle size: 0.063-0.2 mm; eluant; methylene chloride/methanol=10:1). The product thus obtained was dissolved in acetone, and the dihydrocyloride was precipitated with ethereal hydrochloric acid.

Aufarbeitung

  1. washthe solution was washed twice with 2N sodium hydroxide and twice with water
  2. dry with materialdried over sodium sulfate
  3. customevaporated
  4. customThe residue was purified by chromatography on silica gel (particle size: 0.063-0.2 mm; eluant; methylene chloride/methanol=10:1)
  5. customThe product thus obtained
  6. customthe dihydrocyloride was precipitated with ethereal hydrochloric acid

Quellen und Nachweise

ORD-Eintrag
ord-eddfbdb68b7e413bad036cabe00088ae
Quelldatensatz
uspto-grants-1984_12
Patentnummer
US04490369

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