Morpholine → 4-[2-(Thiophen-2-yl)ethenyl]morpholine

HRID 1741615Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1741615
[S:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[CH2:6][CH:7]=O.[NH:9]1[CH2:14][CH2:13][O:12][CH2:11][CH2:10]1.O.C1(C)C=CC(S(O)(=O)=O)=CC=1.C[O-].[Na+]>C1(C)C=CC=CC=1.O>[O:12]1[CH2:13][CH2:14][N:9]([CH:7]=[CH:6][C:2]2[S:1][CH:5]=[CH:4][CH:3]=2)[CH2:10][CH2:11]1

Komponenten

7

Edukt 4

HCID 8083MorpholineHCID 521998p-Toluenesulfonic acid monohydrateHCID 64307222-(Thiophen-2-yl)acetaldehydeHCID 10942334Sodium Methoxide

Produkt 1

HCID 540174394-[2-(Thiophen-2-yl)ethenyl]morpholine

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 1140TolueneLösungsmittel

Versuchsvorschrift

A mixture of 1.5 g of 2-thienylacetaldehyde, 1.4 mL of morpholine, and 0.012 g of p-toluenesulfonic acid hydrate in 7.5 mL of toluene is heated at reflux under a Dean-Stark Trap with azeotropic removal of water for 3 hours. The solution is cooled, neutralized by the addition of solid sodium methoxide, and concentrated in vacuo. The residue is taken up in toluene, filtered, and concentrated in vacuo to afford the desired enamine as an oil.

Aufarbeitung

  1. temperatureis heated
  2. temperatureThe solution is cooled
  3. concentrationconcentrated in vacuo
  4. filtrationfiltered
  5. concentrationconcentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-4656e1e58d284c8c94efb3e0cb10f85c
Quelldatensatz
uspto-grants-1994_08
Patentnummer
US05334576

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