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HCID 14993733, Verbindung → 5,6-Dimethoxy-2-methylisoindoline

HRID 1032488
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Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1032488
[I-].[CH2:2]([N+:9]1(C)[CH2:17][C:16]2[C:11](=[CH:12][C:13]([O:20][CH3:21])=[C:14]([O:18][CH3:19])[CH:15]=2)[CH2:10]1)C1C=CC=CC=1.[H][H]>CO.[C].[Pd]>[CH3:19][O:18][C:14]1[CH:15]=[C:16]2[C:11](=[CH:12][C:13]=1[O:20][CH3:21])[CH2:10][N:9]([CH3:2])[CH2:17]2
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

5

Edukt 2

HCID 14993733HCID 14993733, VerbindungHCID 178418361HCID 178418361, Verbindung

Produkt 1

HCID 190214005,6-Dimethoxy-2-methylisoindoline

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 178418390HCID 178418390, VerbindungKatalysatorHCID 887MethanolLösungsmittel

Versuchsvorschrift

1.0 g (2.43 mmol) of N-benzyl-5,6-dimethoxy-N-methylisoindolinium iodide was dissolved in 40 ml of a 50% methanol aqueous solution, and 300 mg of a 10% palladium carbon catalyst was added. Then, the catalytic reduction was conducted at 50° C. for 6 hours in a hydrogen gas stream. After filtering off the catalyst, methanol was distilled off under reduced pressure, and the residual solution was adjusted to strongly alkaline by an addition of a 50% sodium hydroxide aqueous solution. Then, the solution was extracted twice with methylene chloride. The extract solution was dried over anhydrous sodium sulfate, and the solvent was distilled off to obtain 200 mg of the above identified compound.

Aufarbeitung

  1. additionwas added
  2. filtrationAfter filtering off the catalyst, methanol
  3. distillationwas distilled off under reduced pressure
  4. additionto strongly alkaline by an addition of a 50% sodium hydroxide aqueous solution
  5. extractionThen, the solution was extracted twice with methylene chloride
  6. dry with materialThe extract solution was dried over anhydrous sodium sulfate
  7. distillationthe solvent was distilled off
  8. customto obtain 200 mg of the

Quellen und Nachweise

ORD-Eintrag
ord-93663239eea44b2b850f0c9f0d312007
Quelldatensatz
uspto-grants-1990_09
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US04958029

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