Ethanol → 4-Tetradecylpyrrole-2-carboxylic acid

HRID 1090739Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1090739
[OH-].[Na+].C(O)C.[CH2:6]([C:20]1[CH:21]=[C:22]([C:25]([O:27]C)=[O:26])[NH:23][CH:24]=1)[CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH3:19]>O>[CH2:6]([C:20]1[CH:21]=[C:22]([C:25]([OH:27])=[O:26])[NH:23][CH:24]=1)[CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH3:19]

Komponenten

5

Edukt 3

HCID 702EthanolHCID 14798Sodium HydroxideHCID 19371041Methyl 4-tetradecylpyrrole-2-carboxylate

Produkt 1

HCID 150232964-Tetradecylpyrrole-2-carboxylic acidAusbeute 95 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

A solution (1 ml) of 2N sodium hydroxide was added to an ethanol solution (5 ml) of 0.22 g (0.69 mmol) of methyl 4-tetradecylpyrrole-2-carboxylate prepared in Example 9 and heated under reflux for 13 hours. Water was added to the resulting mixture, and then washed with ether. After acidifying the aqueous layer with hydrochloric acid, the mixture was extracted with ether and dried over anhydrous magnesium sulfate. The removal of the solvent afforded 0.19 g (95% yield) of 4-tetradecylpyrrole-2-carboxylic acid, m.p. 148°-150° C.

Aufarbeitung

  1. temperatureheated
  2. temperatureunder reflux for 13 hours
  3. washwashed with ether
  4. extractionthe mixture was extracted with ether
  5. dry with materialdried over anhydrous magnesium sulfate
  6. customThe removal of the solvent

Quellen und Nachweise

ORD-Eintrag
ord-857c7f8cb66d4795b612d56f31b2c8a7
Quelldatensatz
uspto-grants-1992_01
Patentnummer
US05082856

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