2,2-Diethoxytetrahydrofuran → 3,5-Dimethoxy-4-(pyrrol-1-yl)-benzoic acid methyl ester

HRID 414520

Reaktionsgleichung

Reaktionsgleichung von HRID 414520
C(O[C:4]1(OCC)[CH2:8][CH2:7][CH2:6]O1)C.[CH3:12][O:13][C:14](=[O:26])[C:15]1[CH:20]=[C:19]([O:21][CH3:22])[C:18]([NH2:23])=[C:17]([O:24][CH3:25])[CH:16]=1>C(O)(=O)C>[CH3:12][O:13][C:14](=[O:26])[C:15]1[CH:20]=[C:19]([O:21][CH3:22])[C:18]([N:23]2[CH:4]=[CH:8][CH:7]=[CH:6]2)=[C:17]([O:24][CH3:25])[CH:16]=1

Komponenten

4

Edukt 2

HCID 3582902,2-DiethoxytetrahydrofuranHCID 123983034-Amino-3,5-dimethoxy-benzoic acid methyl ester

Produkt 1

HCID 541987533,5-Dimethoxy-4-(pyrrol-1-yl)-benzoic acid methyl ester

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 176Acetic AcidLösungsmittel2×

Reaktionsbedingungen

Temperatur
100 °C

Versuchsvorschrift

A mixture of 9 g. of diethoxy-tetrahydrofuran and 5 ml. of glacial acetic acid was added dropwise at room temperature to a solution of 10.5 g. of 4-amino-3,5-dimethoxy-benzoic acid methyl ester in 50 ml. of glacial acetic acid with stirring. The mixture was stirred at 100° C. for an additional 30 minutes, cooled with ice, filtered under vacuum, dried and recrystallized from cyclohexane, whereby there was obtained 3,5-dimethoxy-4-(pyrrol-1-yl)-benzoic acid methyl ester having a melting point of 145°-146° C.

Aufarbeitung

  1. additionA mixture of 9 g
  2. temperaturecooled with ice
  3. filtrationfiltered under vacuum
  4. customdried
  5. customrecrystallized from cyclohexane

Quellen und Nachweise

ORD-Eintrag
ord-d491379ca9464d77aed4fb80b46ea2ff
Quelldatensatz
uspto-grants-1988_12
Patentnummer
US04792557

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