Potassium Carbonate → 1-Benzyloxy-4-(2-methoxyethoxy)benzene
Reaktionsgleichung
Br[CH2:2][CH2:3][O:4][CH3:5].C1(C(C2[C:19]([CH2:20][O:21][CH2:22][C:23]3[C:28](C4C(=CC=C(O)C=4)O)=[CH:27][CH:26]=[CH:25][CH:24]=3)=[CH:18][CH:17]=[CH:16][CH:15]=2)=CC(=CC=1)O)O.C(=O)([O-])[O-:38].[K+].[K+]>CN(C)C=O>[CH2:22]([O:21][C:20]1[CH:15]=[CH:16][C:17]([O:38][CH2:2][CH2:3][O:4][CH3:5])=[CH:18][CH:19]=1)[C:23]1[CH:24]=[CH:25][CH:26]=[CH:27][CH:28]=1Komponenten
5
Edukt 3
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 1
Reaktionsbedingungen
- Temperatur
- 90 °C
Versuchsvorschrift
Bromoethylmethyl ether (105.7 g) was added to a stirred suspension of hydroquinone monobenzylether and unhydrous potassium carbonate (84.5 g) in N,N-dimethylformamide (250 ml). The reaction mixture was heated at 90° C. for 18 hours. The reaction mixture was allowed to cool to ambient temperature and the mixture filtered. The filtrate was dissolved in water (750 ml) and the aqueous mixture was extracted with ethyl acetate (5×150 ml). The ethyl acetate extracts were combined, washed with water (3×100 mls), brine (200 mls), dried (MgSO4) and evaporated to give 1-(benzyloxy)-4-(2-methoxyethoxy)benzene (102.4 g) as a solid; NMR: 3.3(3H,s), 3.61(2H,m), 4.0(2H,m), 5.02(2H,s), 6.9(4H,m) and 7.4(5H,m) and m/z 259(M+H).
Aufarbeitung
- temperatureto cool to ambient temperature
- filtrationthe mixture filtered
- dissolutionThe filtrate was dissolved in water (750 ml)
- extractionthe aqueous mixture was extracted with ethyl acetate (5×150 ml)
- washwashed with water (3×100 mls), brine (200 mls)
- dry with materialdried (MgSO4)
- customevaporated
Quellen und Nachweise
- ORD-Eintrag
- ord-366b1591983a4f66bf2b0db3de78ad83
- Quelldatensatz
- uspto-grants-1999_07
- Patentnummer
- US05919793
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