StartseiteMCPWorkbenchSkills
StartseiteWorkbenchBenachrichtigungenMein Bereich
llms.txt · MCP-AnleitungDatenschutz · Nutzungsbedingungen · Supportv1.8.0
  1. Startseite
  2. /Reaktion

Sodium Hydroxide → 5,6,10,11-Tetrahydro-2-methoxy-8-methylbenzo[g]pyrazino[1,2-a]indole fumarate

HRID 486591
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 486591
[CH3:1][O:2][C:3]1[CH:21]=[CH:20][C:6]2[CH2:7][CH2:8][C:9]3[CH:10]=[CH:11][N:12]([CH2:14][CH2:15][NH:16][C:17](=O)[CH3:18])[C:13]=3[C:5]=2[CH:4]=1.P(Cl)(Cl)(Cl)=O.[OH-].[Na+].[C:29]([OH:36])(=[O:35])/[CH:30]=[CH:31]/[C:32]([OH:34])=[O:33]>C(O)C>[C:29]([OH:36])(=[O:35])/[CH:30]=[CH:31]/[C:32]([OH:34])=[O:33].[CH3:1][O:2][C:3]1[CH:21]=[CH:20][C:6]2[CH2:7][CH2:8][C:9]3[CH:10]=[C:11]4[C:17]([CH3:18])=[N:16][CH2:15][CH2:14][N:12]4[C:13]=3[C:5]=2[CH:4]=1
KomponentenReaktionsbedingungenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

6

Edukt 4

HCID 14798Sodium HydroxideHCID 24813Phosphorus oxychlorideHCID 444972Fumaric AcidHCID 19036540N-[2-(4,5-dihydro-8-methoxy-1H-benz[g]indol-1-yl)ethyl]-acetamide

Produkt 1

HCID 190953875,6,10,11-Tetrahydro-2-methoxy-8-methylbenzo[g]pyrazino[1,2-a]indole fumarateAusbeute 84 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Reaktionsbedingungen

Temperatur
50 °C

Versuchsvorschrift

N-[2-(4,5-Dihydro-8-methoxy-1H-benzo[g]indol-1-yl)-ethyl]acetamide (4.7 g) was treated with 15 ml of phosphorus oxychloride under argon and the mixture was stirred at 50° C. for 30 minutes. The cooled mixture was added to 2000 g of ice-water and treated with 200 ml of 28% sodium hydroxide solution. The mixture was extracted once with 300 ml of methylene chloride and twice with 100 ml of methylene chloride each time, the organic phases were combined, dried with MgSO4 and freed from solvent. 4.2 g of residue were chromatographed on 250 g of aluminium oxide (neutral, III) with methylene chloride as the eluent. 3.8 g of crude product were dissolved in a 20-fold amount of hot ethanol and treated while hot with 1.1 equivalents of a saturated solution of fumaric acid in ethanol. There were obtained 4.7 g (84%) of 5,6,10,11-tetrahydro-2-methoxy-8-methylbenzo[g]pyrazino[1,2-a]indole fumarate (1:1); m.pt.: 175°-177° C. (dec.).

Aufarbeitung

  1. extractionThe mixture was extracted once with 300 ml of methylene chloride and twice with 100 ml of methylene chloride each time
  2. dry with materialdried with MgSO4
  3. custom4.2 g of residue were chromatographed on 250 g of aluminium oxide (neutral, III) with methylene chloride as the eluent
  4. dissolution3.8 g of crude product were dissolved in a 20-fold amount of hot ethanol

Quellen und Nachweise

ORD-Eintrag
ord-d7d5b841e9874ecd910cd517555c36b5
Quelldatensatz
uspto-grants-1994_03
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US05292732

Notizen zur Reaktion

Wird geladen…

Auf dieser SeiteKomponentenReaktionsbedingungenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion