o-Vanillin → HCID 5111379, Verbindung

HRID 1038927Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1038927
[CH3:1][C:2]1[N:11]([C:12]2[CH:13]=[C:14]([CH3:18])[CH:15]=[CH:16][CH:17]=2)[C:10](=[O:19])[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[N:3]=1.[OH:20][C:21]1[C:28]([O:29][CH3:30])=[CH:27][CH:26]=[CH:25][C:22]=1[CH:23]=O.CC([O-])=O.[Na+]>CC(O)=O>[OH:20][C:21]1[C:28]([O:29][CH3:30])=[CH:27][CH:26]=[CH:25][C:22]=1[CH:23]=[CH:1][C:2]1[N:11]([C:12]2[CH:13]=[C:14]([CH3:18])[CH:15]=[CH:16][CH:17]=2)[C:10](=[O:19])[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[N:3]=1

Komponenten

5

Edukt 3

HCID 8991o-VanillinHCID 631354(3H)-Quinazolinone, 2-methyl-3-(m-tolyl)-HCID 517045Sodium Acetate

Produkt 1

HCID 5111379HCID 5111379, VerbindungAusbeute 96,4 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 176Acetic AcidLösungsmittel

Versuchsvorschrift

In a 50 mL round-bottom flask a mixture of 50 (0.5 g, 002 mol), 2-hydroxy-3 methoxybenzaldehyde (0.4 g, 0.0025 mol) and NaOAc (0.233 g, 0.002 mol) in AcOH was heated under reflux for 10 hours. After cooling the precipitate formed was filtered off, washed with water, dried and recrystallized from acetic acid to yield 51 (0.74 g, 85%). M. Wt. 384. LCMS [M+H]+=385.

Aufarbeitung

  1. temperaturewas heated
  2. temperatureunder reflux for 10 hours
  3. temperatureAfter cooling the precipitate
  4. customformed
  5. filtrationwas filtered off
  6. washwashed with water
  7. customdried
  8. customrecrystallized from acetic acid

Quellen und Nachweise

ORD-Eintrag
ord-e37309df76f74f55a94c62272c8bcb5c
Quelldatensatz
uspto-grants-2013_10
Patentnummer
US08552009B2

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