HCID 178428840, Verbindung → HCID 178428839, Verbindung

HRID 2415503Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2415503
C([O:8][C:9]1[CH:18]=[C:17]2[C:12]([C:13]([OH:20])=[CH:14][C:15]([CH3:19])=[N:16]2)=[CH:11][CH:10]=1)C1C=CC=CC=1>CO.[Pd]>[CH3:19][C:15]1[CH:14]=[C:13]([OH:20])[C:12]2[C:17](=[CH:18][C:9]([OH:8])=[CH:10][CH:11]=2)[N:16]=1

Komponenten

4

Edukt 1

HCID 178428840HCID 178428840, Verbindung

Produkt 1

HCID 178428839HCID 178428839, VerbindungAusbeute 111,4 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 887MethanolLösungsmittel

Versuchsvorschrift

A solution of 3 g (10.5 mmol) of 7-benzyloxy-2-methyl-quinolin-4-ol, product of example 1 c), dissolved in 270 ml of MeOH was treated with 1 g of palladium on charcoal (10%) and then hydrogenated at RT for 1 h until HPLC analysis indicated the completion of the reaction. The catalyst was filtered off, washed with MeOH, and the solution was concentrated in vacuo. The residue was triturated with ether, collected by filtration and dried in a high vacuum to give 2.05 g (98.6%) 2-methyl-quinoline-4,7-diol as an off-white solid. ISP mass spectrum, m/e: 176.2 (M+1 calculated for C10H9NO2: 176).

Aufarbeitung

  1. customthe completion of the reaction
  2. filtrationThe catalyst was filtered off
  3. washwashed with MeOH
  4. concentrationthe solution was concentrated in vacuo
  5. customThe residue was triturated with ether
  6. filtrationcollected by filtration
  7. customdried in a high vacuum

Quellen und Nachweise

ORD-Eintrag
ord-c1c7d703a2f04f74b0c31d78b23fe05f
Quelldatensatz
uspto-grants-2004_11
Patentnummer
US06818767B2

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