Lithium Hydroxide → 1-Ethyl-2-(naphthalen-1-yl)-1H-imidazole-4-carboxylic acid

HRID 12460Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 12460
C([O:3][C:4]([C:6]1[N:7]=[C:8]([C:13]2[C:22]3[C:17](=[CH:18][CH:19]=[CH:20][CH:21]=3)[CH:16]=[CH:15][CH:14]=2)[N:9]([CH2:11][CH3:12])[CH:10]=1)=[O:5])C.[OH-].[Li+]>C1COCC1.O>[CH2:11]([N:9]1[CH:10]=[C:6]([C:4]([OH:5])=[O:3])[N:7]=[C:8]1[C:13]1[C:22]2[C:17](=[CH:18][CH:19]=[CH:20][CH:21]=2)[CH:16]=[CH:15][CH:14]=1)[CH3:12]

Komponenten

5

Edukt 2

HCID 3939Lithium HydroxideHCID 686285741-ethyl-2-naphthalen-1-yl-1H-imidazole-4-carboxylic acid ethyl ester

Produkt 1

HCID 534224541-Ethyl-2-(naphthalen-1-yl)-1H-imidazole-4-carboxylic acid

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 8028TetrahydrofuranLösungsmittel2×

Reaktionsbedingungen

Temperatur
50 °C

Versuchsvorschrift

1-Ethyl-2-naphthalen-1-yl-1H-imidazole-4-carboxylic acid ethyl ester (2.2 g, 7.48 mmol) is dissolved in THF (20 ml), followed by the addition of aqueous lithium hydroxide solution (2.0 N, 7.5 ml, 2.0 eq.). The mixture is heated at 50° C. overnight. THF is stripped off under reduced pressure, and the residue is diluted with water (10 ml), basified to pH=4˜5. The solid precipitate is collected, washed with water and ether, dried under high vacuum to give the title compound. LCMS 267 (M+1).

Aufarbeitung

  1. customThe solid precipitate is collected
  2. washwashed with water and ether
  3. customdried under high vacuum

Quellen und Nachweise

ORD-Eintrag
ord-e1d19fefd1aa46a38ad1627104fb90fd
Quelldatensatz
uspto-grants-2010_06
Patentnummer
US07728009B1

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