Hydrochloric Acid → (E,E,E)-7-[1-(1-Methylethyl)-1,2,3,4-tetrahydroquinolin-6-yl]-3-methyl-octa-2,4,6-trienoic acid

HRID 2229172Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2229172
[CH3:1][CH:2]([N:4]1[C:13]2[C:8](=[CH:9][C:10](/[C:14](/[CH3:25])=[CH:15]/[CH:16]=[CH:17]/[C:18](/[CH3:24])=[CH:19]/[C:20]([O:22]C)=[O:21])=[CH:11][CH:12]=2)[CH2:7][CH2:6][CH2:5]1)[CH3:3].[OH-].[Na+].Cl>C(O)C>[CH3:3][CH:2]([N:4]1[C:13]2[C:8](=[CH:9][C:10](/[C:14](/[CH3:25])=[CH:15]/[CH:16]=[CH:17]/[C:18](/[CH3:24])=[CH:19]/[C:20]([OH:22])=[O:21])=[CH:11][CH:12]=2)[CH2:7][CH2:6][CH2:5]1)[CH3:1]

Komponenten

5

Edukt 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 10569101methyl (E,E,E)-7-[1-(1-methylethyl)-1,2,3,4-tetrahydroquinolin-6-yl]-3-methylocta-2,4,6-trienoate

Produkt 1

HCID 10687534(E,E,E)-7-[1-(1-Methylethyl)-1,2,3,4-tetrahydroquinolin-6-yl]-3-methyl-octa-2,4,6-trienoic acidAusbeute 31,6 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Reaktionsbedingungen

Temperatur
60 °C

Versuchsvorschrift

330 mg of methyl (E,E,E)-7-[1-(1-methylethyl)-1,2,3,4-tetrahydroquinolin-6-yl]-3-methylocta-2,4,6-trienoate was dissolved in 10 ml of ethanol, followed by the addition of 1.0 ml of a 5N aqueous solution of sodium hydroxide. The obtained mixture was heated at 60° C. for one hour and adjusted to pH5 by adding 6N hydrochloric acid under cooling with ice. The crystals thus precipitated were recovered by filtration and recrystallized from ethanol to give 100 mg of the title compound as orange crystals.

Aufarbeitung

  1. temperatureunder cooling with ice
  2. customThe crystals thus precipitated
  3. filtrationwere recovered by filtration
  4. customrecrystallized from ethanol

Quellen und Nachweise

ORD-Eintrag
ord-bd3a0c3728a14d1ca6c9b8fb6b89a1b9
Quelldatensatz
uspto-grants-2002_07
Patentnummer
US06420363B1

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