Ethyl Acetate → HCID 178497374, Verbindung
Reaktionsgleichung
[C:1](C1C=CC(OCC(O)=O)=CC=1)(C)(C)C.[CH3:16][O:17][C:18](=[O:27])[C:19]1[CH:24]=[CH:23][C:22]([NH2:25])=[C:21]([NH2:26])[CH:20]=1.C(OCC)(=O)C.C(=O)(O)[O-].[Na+]>C[Si](OP(=O)=O)(C)C>[CH3:16][O:17][C:18]([C:19]1[CH:24]=[CH:23][C:22]2[NH:25][CH:1]=[N:26][C:21]=2[CH:20]=1)=[O:27]Komponenten
6
Edukt 4
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 1
Reaktionsbedingungen
- Temperatur
- 160 °C
Versuchsvorschrift
A mixture of (4-tert-butyl-phenoxy)acetic acid (300 mg, 1.4 mmol), 3,4-diaminobenzoic acid methyl ester (300 mg, 1.4 mmol) in PPSE (4.8 mL) was heated at 160° C. for 4 h. At the end of the reaction period, the mixture was taken to ethyl acetate and neutralized with aqueous sodium bicarbonate. The organic layer was separated and the aqueous solution extracted with ethyl acetate. The combined extracts were dried over anhydrous MgSO4, filtered and the solvent was removed with rotary evaporator under reduced pressure. The residue was purified by flash chromatography (EtOAc:Hexane=1:9˜4:6) to afford 2-2,4-tert-butyl-phenoxymethyl)-1H-benzoimidazole-5-carboxylic acid methyl ester as a colorless powder (547 mg, 80% yield).
Aufarbeitung
- customAt the end of the reaction period
- customThe organic layer was separated
- extractionthe aqueous solution extracted with ethyl acetate
- dry with materialThe combined extracts were dried over anhydrous MgSO4
- filtrationfiltered
- customthe solvent was removed with rotary evaporator under reduced pressure
- customThe residue was purified by flash chromatography (EtOAc:Hexane=1:9˜4:6)
Quellen und Nachweise
- ORD-Eintrag
- ord-132a311c25694118be6ef657fa90bf1a
- Quelldatensatz
- uspto-grants-2013_03
- Patentnummer
- US08394799B2
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