Potassium Carbonate → Methyl 2-cyano-3-{4-[(3-hydroxybenzyl)oxy]phenyl}propanoate
Reaktionsgleichung
[CH3:1][O:2][C:3](=[O:15])[CH:4]([C:13]#[N:14])[CH2:5][C:6]1[CH:11]=[CH:10][C:9]([OH:12])=[CH:8][CH:7]=1.C([O-])([O-])=O.[K+].[K+].Br[CH2:23][C:24]1[CH:25]=[C:26]([OH:30])[CH:27]=[CH:28][CH:29]=1>C(#N)C>[C:13]([CH:4]([CH2:5][C:6]1[CH:11]=[CH:10][C:9]([O:12][CH2:23][C:24]2[CH:29]=[CH:28][CH:27]=[C:26]([OH:30])[CH:25]=2)=[CH:8][CH:7]=1)[C:3]([O:2][CH3:1])=[O:15])#[N:14]Komponenten
5
Edukt 3
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 1
Reaktionsbedingungen
- Temperatur
- 50 °C
Versuchsvorschrift
To a 50 mL RB flask fitted with magnetic stirrer was charged 10 mL of acetonitrile. To the stirred solvent was added 2-cyano-3-(4-hydroxy-phenyl)-propanoic acid methyl ester (0.3 g, 1.57 mmol), followed by K2CO3 (0.65 g, 4.71 mmol) and 3-bromomethyl-phenol (0.294 g, 1.57 mmol). After addition, the RM was heated at 50° C. for 1 h. After 1 h, the RM was concentrated to distill off the solvent, water (20 mL) was added and the aqueous layer was extracted with ethyl acetate (15 mL×2). The organic layer was dried over anhydrous Na2SO4. The solvent was removed under reduced pressure. The product was obtained as yellow liquid. (0.32 g, yield: 65.44%); MS (ESI, 120 eV): m/z=310.0 (M−H)+.
Aufarbeitung
- customTo a 50 mL RB flask fitted with magnetic stirrer
- additionAfter addition
- concentrationthe RM was concentrated
- distillationto distill off the solvent, water (20 mL)
- additionwas added
- extractionthe aqueous layer was extracted with ethyl acetate (15 mL×2)
- dry with materialThe organic layer was dried over anhydrous Na2SO4
- customThe solvent was removed under reduced pressure
- customThe product was obtained as yellow liquid
Quellen und Nachweise
- ORD-Eintrag
- ord-007197abdec54f5ba21618a455d5b049
- Quelldatensatz
- uspto-grants-2016_03
- Patentnummer
- US09278915B2
Notizen zur Reaktion
Wird geladen…