Sodium Hydroxide → 2,3-Quinolinedicarboxylic acid

HRID 542271

Reaktionsgleichung

Reaktionsgleichung von HRID 542271
[N:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[C:3]([C:11]([O:13]CC)=[O:12])[C:2]=1[C:16]([O:18]CC)=[O:17].[OH-].[Na+]>C(O)C.O>[N:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[C:3]([C:11]([OH:13])=[O:12])[C:2]=1[C:16]([OH:18])=[O:17]

Komponenten

5

Edukt 2

HCID 14798Sodium HydroxideHCID 10880272Diethyl 2,3-quinolinedicarboxylate

Produkt 1

HCID 695082,3-Quinolinedicarboxylic acid

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 702EthanolLösungsmittelHCID 962WaterLösungsmittel

Versuchsvorschrift

To a solution of diethyl 2,3-quinolinedicarboxylate (0.162 mol) in ethanol (150 mL) is added a solution of sodium hydroxide (0.50 mol) in water (400 mL). The mixture is heated at reflux for five hours, and the ethanol then removed by distillation at atmospheric pressure. The solution is cooled in an ice bath, diluted with water (100 mL), and acidified with concentrated hydrochloric acid, added in small increments. The precipitate is filtered, washed with water, and air dried to afford the desired 2,3-quinolinedicarboxylic acid as the trihydrate; mp 271°-277° C.

Aufarbeitung

  1. temperatureThe mixture is heated
  2. temperatureat reflux for five hours
  3. customthe ethanol then removed by distillation at atmospheric pressure
  4. temperatureThe solution is cooled in an ice bath
  5. additiondiluted with water (100 mL)
  6. additionadded in small increments
  7. filtrationThe precipitate is filtered
  8. washwashed with water, and air
  9. customdried

Quellen und Nachweise

ORD-Eintrag
ord-82078cd114684e7c8d424ab1b33955cc
Quelldatensatz
uspto-grants-1987_04
Patentnummer
US04656283

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