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Methanol → 5,6-Dihydroxy-N-methylisoindoline hydrobromide

HRID 1032489
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1032489
[Br-:1].[CH2:2]([N+:9]1(C)[CH2:17][C:16]2[C:11](=[CH:12][C:13]([OH:19])=[C:14]([OH:18])[CH:15]=2)[CH2:10]1)C1C=CC=CC=1.CO.[H][H]>[C].[Pd].C(O)(=O)C>[BrH:1].[OH:19][C:13]1[CH:12]=[C:11]2[C:16](=[CH:15][C:14]=1[OH:18])[CH2:17][N:9]([CH3:2])[CH2:10]2
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

6

Edukt 3

HCID 887MethanolHCID 14993734N-benzyl-5,6-dihydroxy-N-methylisoindolinium bromideHCID 178418361HCID 178418361, Verbindung

Produkt 1

HCID 140984225,6-Dihydroxy-N-methylisoindoline hydrobromide

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 178418390HCID 178418390, VerbindungKatalysator
HCID 176
Acetic Acid
Lösungsmittel

Versuchsvorschrift

1.0 g (2.97 mmol) of N-benzyl-5,6-dihydroxy-N-methylisoindolinium bromide obtained in Example 4 was dissolved in a solution comprising 10 ml of methanol and 10 ml of acetic acid, and 300 mg of a 10% palladium carbon catalyst was added thereto. Then, the catalytic reduction was conducted at 60° C. for 6 hours in a hydrogen gas stream. After filtering off the catalyst, the filtrate was evaporated to dryness under reduced pressure. To the residue, 10 ml of methanol was added, and the mixture was left to cool. The precipitated crystals were collected by filtration and washed with 10 ml of acetone to obtain 500 mg of the above identified compound as white crystals.

Aufarbeitung

  1. additionwas added
  2. filtrationAfter filtering off the catalyst
  3. customthe filtrate was evaporated to dryness under reduced pressure
  4. additionTo the residue, 10 ml of methanol was added
  5. waitthe mixture was left
  6. temperatureto cool
  7. filtrationThe precipitated crystals were collected by filtration
  8. washwashed with 10 ml of acetone
  9. customto obtain 500 mg of the

Quellen und Nachweise

ORD-Eintrag
ord-1d3cb6fe86164c3e927cd40d5058adb7
Quelldatensatz
uspto-grants-1990_09
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US04958029

Notizen zur Reaktion

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