Sodium Hydroxide → 2-butyl-3,5-dihydro-4H-imidazol-4-one

HRID 1756815

Reaktionsgleichung

Reaktionsgleichung von HRID 1756815
Cl.C[O:3][C:4](=O)[CH2:5][NH2:6].[OH-].[Na+].CO[C:12](=[NH:17])[CH2:13][CH2:14][CH2:15][CH3:16]>CO.ClC1C=CC=CC=1>[CH2:13]([C:12]1[NH:17][C:4](=[O:3])[CH2:5][N:6]=1)[CH2:14][CH2:15][CH3:16]

Komponenten

6

Edukt 3

HCID 14798Sodium HydroxideHCID 122755Glycine methyl ester hydrochlorideHCID 5743466Methyl pentanimidate

Produkt 1

HCID 109096542-butyl-3,5-dihydro-4H-imidazol-4-one

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 887MethanolLösungsmittelHCID 7964ChlorobenzeneLösungsmittel2×

Versuchsvorschrift

31.71 g (0.25 mol) of glycine methyl ester hydrochloride was added to a solution of 10.1 g (0.25 mol) of sodium hydroxide in methanol at 0° C. After 15 minutes, 126.5 g of a 22.8 percent solution of pentanimidic acid methyl ester in chlorobenzene was instilled for 5 minutes in the white suspension. The light yellow suspension was stirred for 4 hours at room temperature and diluted with chlorobenzene (100 ml). The methanol was distilled off at a temperature of 26° C. and a pressure of 30 to 50 mbar, and the orange suspension was diluted with methylene chloride (100 ml) and then filtered. After removal of the solvent from the filtrate, 34.09 g (97 percent) of the title compound (content>95 percent, according to GC and 1H-NMR) was obtained. Data regarding the product was:

Aufarbeitung

  1. distillationThe methanol was distilled off at a temperature of 26° C.
  2. additiona pressure of 30 to 50 mbar, and the orange suspension was diluted with methylene chloride (100 ml)
  3. filtrationfiltered
  4. customAfter removal of the solvent from the filtrate

Quellen und Nachweise

ORD-Eintrag
ord-13a77fcec14241659f16233e400b3567
Quelldatensatz
uspto-grants-1995_08
Patentnummer
US05442075

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