Hydrochloric Acid → 3-(4-Acetyl-2-methylphenyl)acrylic acid
Reaktionsgleichung
[C:1]([C:4]1[CH:9]=[CH:8][C:7]([CH2:10][CH:11](Br)[C:12]([O:14]C)=[O:13])=[C:6]([CH3:17])[CH:5]=1)(=[O:3])[CH3:2].C[O-].[Na+].Cl.O>CO>[C:1]([C:4]1[CH:9]=[CH:8][C:7]([CH:10]=[CH:11][C:12]([OH:14])=[O:13])=[C:6]([CH3:17])[CH:5]=1)(=[O:3])[CH3:2]Komponenten
6
Edukt 4
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 1
Reaktionsbedingungen
- Temperatur
- 5 °C
Versuchsvorschrift
The obtained methyl 3-(4-acetyl-2-methylphenyl)-2-bromopropionate (2.79 g, 9.33 mmol) was dissolved in methanol (80 mL). The solution was cooled to 5° C. Sodium methoxide (1.51 g, 27.98 mmol) was added to the solution. The mixture was stirred at room temperature for 20 minutes, refluxed for 1 hour, cooled to room temperature, and acidized with 1N hydrochloric acid. Water (50 mL) was added to the mixture. The mixture was extracted with chloroform. The organic layer was dried with anhydrous sodium sulfate. The solvent was removed under reduced pressure to give 657 mg of the desired compound as yellow crystalline product (yield 34%).
Aufarbeitung
- temperaturerefluxed for 1 hour
- temperaturecooled to room temperature
- extractionThe mixture was extracted with chloroform
- dry with materialThe organic layer was dried with anhydrous sodium sulfate
- customThe solvent was removed under reduced pressure
Quellen und Nachweise
- ORD-Eintrag
- ord-2777a7ee417c45a6bb069cf8a41faccc
- Quelldatensatz
- uspto-grants-2013_03
- Patentnummer
- US08404726B2
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