Sodium ethoxide → 3-Ethoxymethylisoquinoline

HRID 443811

Reaktionsgleichung

Reaktionsgleichung von HRID 443811
Cl.Cl[CH2:3][C:4]1[N:5]=[CH:6][C:7]2[C:12]([CH:13]=1)=[CH:11][CH:10]=[CH:9][CH:8]=2.[O-:14][CH2:15][CH3:16].[Na+]>C(O)C>[CH2:15]([O:14][CH2:3][C:4]1[N:5]=[CH:6][C:7]2[C:12]([CH:13]=1)=[CH:11][CH:10]=[CH:9][CH:8]=2)[CH3:16]

Komponenten

4

Edukt 2

HCID 2723922Sodium ethoxideHCID 128748713-(Chloromethyl)isoquinoline hydrochloride

Produkt 1

HCID 128748433-EthoxymethylisoquinolineAusbeute 88,6 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Reaktionsbedingungen

Temperatur
20 °C

Versuchsvorschrift

A mixture of 3-chloromethylisoquinoline hydrochloride (40 g) and sodium ethoxide (40 g) in ethanol (700 cc) is heated under reflux for 8 hours. After cooling to 20° C., the mixture is filtered and the filtrate is evaporated to dryness at 50° C. under reduced pressure (20 mm Hg). The residue is taken up in methylene chloride (500 cc), the mixture is washed with water (3×100 cc), the organic phase is dried over magnesium sulphate and filtered and the filtrate is evaporated to dryness at 40° C. under reduced pressure (20 mm Hg). The oily residue is distilled at 110°-114° C. under a pressure of 0.6 mm Hg. 3-Ethoxymethylisoquinoline (31 g), a colourless oil, is obtained.

Aufarbeitung

  1. temperatureis heated
  2. temperatureunder reflux for 8 hours
  3. filtrationthe mixture is filtered
  4. customthe filtrate is evaporated to dryness at 50° C. under reduced pressure (20 mm Hg)
  5. washthe mixture is washed with water (3×100 cc)
  6. dry with materialthe organic phase is dried over magnesium sulphate
  7. filtrationfiltered
  8. customthe filtrate is evaporated to dryness at 40° C. under reduced pressure (20 mm Hg)
  9. distillationThe oily residue is distilled at 110°-114° C. under a pressure of 0.6 mm Hg

Quellen und Nachweise

ORD-Eintrag
ord-e1a391845c2d43eeb4c5a2a412c44c74
Quelldatensatz
uspto-grants-1981_04
Patentnummer
US04261993

Verknüpfte Notizen

Wird geladen…