Potassium Carbonate → HCID 21958890, Verbindung

HRID 1767716Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1767716
Cl[CH2:2][CH2:3][CH2:4][N:5]1[CH2:10][CH2:9][O:8][CH2:7][CH2:6]1.[C:11]([O:22][CH2:23][CH3:24])(=[O:21])[C:12]1[CH:20]=[CH:19][C:17]([OH:18])=[C:14]([O:15][CH3:16])[CH:13]=1.C(=O)([O-])[O-].[K+].[K+]>CN(C)C=O>[CH3:16][O:15][C:14]1[CH:13]=[C:12]([CH:20]=[CH:19][C:17]=1[O:18][CH2:2][CH2:3][CH2:4][N:5]1[CH2:10][CH2:9][O:8][CH2:7][CH2:6]1)[C:11]([O:22][CH2:23][CH3:24])=[O:21]

Komponenten

5

Edukt 3

HCID 11430Potassium CarbonateHCID 12038Ethyl vanillateHCID 958344-(3-Chloropropyl)morpholine

Produkt 1

HCID 21958890HCID 21958890, VerbindungAusbeute 100 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Reaktionsbedingungen

Temperatur
80 °C

Versuchsvorschrift

N-(3-Chloropropyl)morpholine (90 g, 0.55 mol) was added dropwise, over 30 minutes, to a solution of ethyl vanillate (98 g, 0.50 mol) and powdered potassium carbonate (104 g, 0.75 mol) in dimethylformamide (300 ml) at 80° C. The reaction was heated at 80° C. for 90 minutes, cooled to ambient temperature, filtered and the filtrate concentrated in vacuo. The crude product was taken up in diethyl ether (1000 ml), filtered and washed with water (2×200 ml) and brine (200 ml). Solvent evaporation yielded ethyl 3-methoxy-4-(3-morpholinopropoxy)benzoate (161.5 g, 100% yield) as a pale yellow oil which crystallised on standing to afford a pale yellow solid:

Aufarbeitung

  1. temperaturecooled to ambient temperature
  2. filtrationfiltered
  3. concentrationthe filtrate concentrated in vacuo
  4. filtrationfiltered
  5. washwashed with water (2×200 ml) and brine (200 ml)
  6. customSolvent evaporation

Quellen und Nachweise

ORD-Eintrag
ord-fc6d369e1f054e55b7ba11a5c7308d16
Quelldatensatz
uspto-grants-2007_06
Patentnummer
US07235559B1

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