Acetic Anhydride → HCID 178472004, Verbindung
Reaktionsgleichung
[F:1][C:2]1[C:15]([F:16])=[C:14]([F:17])[C:13]([F:18])=[CH:12][C:3]=1[C:4]([CH2:6][C:7]([O:9][CH2:10][CH3:11])=[O:8])=[O:5].[CH3:19]C(OC(C)=O)=O.C(OCC)(OCC)OCC.[NH2:36][CH2:37][CH2:38][CH2:39][CH2:40][OH:41]>>[OH:41][CH2:40][CH2:39][CH2:38][CH2:37][NH:36][CH:19]=[C:6]([C:4](=[O:5])[C:3]1[CH:12]=[C:13]([F:18])[C:14]([F:17])=[C:15]([F:16])[C:2]=1[F:1])[C:7]([O:9][CH2:10][CH3:11])=[O:8]Komponenten
5
Reaktionsbedingungen
- Temperatur
- 130 °C
Versuchsvorschrift
A mixture of ethyl 2,3,4,5-tetrafluorobenzoylacetate (2.64 g, 10.0 mmol), Ac2O (2.36 mL, 25.0 mmol) and triethyl orthoformate (2.49 mL, 15.0 mmol) was stirred at 130° C. for 3 h. The mixture was concentrated in vacuo and dried under high vacuum. The crude product was dissolved in EtOH (50 mL) and 4-amino-1-butanol (0.972 mL, 10.5 mmol) was added. After stirred at room temperature for 17 h, the mixture was concentrated in vacuo and the crude product was purified by column chromatography (Hexane:EtOAc 2:1→1:2) to yield ethyl 3-(4-hydroxybutylamino)-2-(2,3,4,5-tetrafluorobenzoyl)acrylate (3.53 g, 97%) as a pale yellow solid.
Aufarbeitung
- concentrationThe mixture was concentrated in vacuo
- customdried under high vacuum
- dissolutionThe crude product was dissolved in EtOH (50 mL)
- stirringAfter stirred at room temperature for 17 h
- concentrationthe mixture was concentrated in vacuo
- customthe crude product was purified by column chromatography (Hexane:EtOAc 2:1→1:2)
Quellen und Nachweise
- ORD-Eintrag
- ord-5fce5efe24684caaa2bfa9a38084cc0c
- Quelldatensatz
- uspto-grants-2011_11
- Patentnummer
- US08063221B2
Notizen zur Reaktion
Wird geladen…