Hydrochloric Acid → Diethyl 1-(1-naphthalenylmethyl)pyrrole-3,4-dicarboxylate

HRID 1835150Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1835150
C(=O)([O-])[O-].[K+].[K+].Cl[CH2:8][C:9]1[C:18]2[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=2)[CH:12]=[CH:11][CH:10]=1.[NH:19]1[CH:23]=[C:22]([C:24]([O:26][CH2:27][CH3:28])=[O:25])[C:21]([C:29]([O:31][CH2:32][CH3:33])=[O:30])=[CH:20]1.Cl>CC(C)=O>[C:9]1([CH2:8][N:19]2[CH:23]=[C:22]([C:24]([O:26][CH2:27][CH3:28])=[O:25])[C:21]([C:29]([O:31][CH2:32][CH3:33])=[O:30])=[CH:20]2)[C:18]2[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=2)[CH:12]=[CH:11][CH:10]=1

Komponenten

6

Edukt 4

HCID 313Hydrochloric AcidHCID 68451-ChloromethylnaphthaleneHCID 11430Potassium CarbonateHCID 688199Diethyl 3,4-pyrroledicarboxylate

Produkt 1

HCID 23503264Diethyl 1-(1-naphthalenylmethyl)pyrrole-3,4-dicarboxylateAusbeute 91,6 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 180AcetoneLösungsmittel

Versuchsvorschrift

Potassium carbonate (5 g) followed by 1-(chloromethyl)naphthalene (4.60 g) were added to a solution of diethyl 3,4-pyrroledicarboxylate (5.00 g) in acetone (50 ml). The mixture was stirred at room temperature for 4 days, dilute hydrochloric acid (100 ml) was added and the mixture was extracted with ether (2×100 ml). The organic extracts were dried, filtered and evaporated to give the sub-title compound as a solid (7.62 g).

Aufarbeitung

  1. extractionthe mixture was extracted with ether (2×100 ml)
  2. customThe organic extracts were dried
  3. filtrationfiltered
  4. customevaporated

Quellen und Nachweise

ORD-Eintrag
ord-6c188948a8844c73ad04c3f2fd04971e
Quelldatensatz
uspto-grants-2004_08
Patentnummer
US06770646B2

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