Reaktionsgleichung
N1C=CC=CC=1.[CH3:7][N:8]([CH2:10][CH2:11][OH:12])[CH3:9].[C:13](Cl)(=[O:23])[CH:14]=[CH:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH3:22]>O1CCCC1>[C:13]([O:12][CH2:11][CH2:10][N:8]([CH3:9])[CH3:7])(=[O:23])/[CH:14]=[CH:15]/[CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH3:22]Komponenten
Edukt 3
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 1
Versuchsvorschrift
Thionyl chloride (8 ml) was added to trans-2-decenoic acid (3.4 g, 0.02 mol) followed by refluxing on a hot water bath for 2 hours. An excessive thionyl chloride was evaporated in vacuo to give 2-decenoic acid chloride. Pyridine (1 ml) was added to a solution of N,N-dimethylaminoethanol (2.0 g, 0.022 mol) in tetrahydrofuran (30 ml) followed by dropping into a solution of 2-decenoic acid chloride in tetrahydrofuran (20 ml). The reaction solution was heated to reflux on a hot water bath for 3 hours, tetrahydrofuran was evaporated in vacuo, water and ethyl acetate were added to the residue to partition and an ethyl acetate layer was collected therefrom. The ethyl acetate layer was washed with water and evaporated followed by purifying by silica gel column chromatography (developer: chloroform) to give the aimed compound as a light brown oily product.
Aufarbeitung
- temperatureThe reaction solution was heated
- temperatureto reflux on a hot water bath for 3 hours
- customtetrahydrofuran was evaporated in vacuo, water and ethyl acetate
- additionwere added to the residue
- customto partition
- customan ethyl acetate layer was collected
- washThe ethyl acetate layer was washed with water
- customevaporated
- customby purifying by silica gel column chromatography (developer: chloroform)
Quellen und Nachweise
- ORD-Eintrag
- ord-a5503478305a4db5ae8fdf80a340d0e0
- Quelldatensatz
- uspto-grants-2015_03
- Patentnummer
- US08987486B2
Verknüpfte Notizen
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