Propylene Oxide → alpha(or beta)-methyl-1H-imidazole-1-ethanol

HRID 1591072Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1591072
Cl.[N:2]1([CH2:7][CH:8]([CH3:14])[O:9][CH2:10][C:11]([OH:13])=[O:12])[CH:6]=[CH:5][N:4]=[CH:3]1.[Na].O[C:17](P(O)(=O)O)(P(O)(=O)O)COC(C)CN1C=CN=C1.[CH2:36]1O[CH:37]1C>>[N:2]1([CH:7]([CH3:17])[CH2:8][OH:9])[CH:6]=[CH:5][N:4]=[CH:3]1.[CH2:36]([O:12][C:11](=[O:13])[CH2:10][O:9][CH:8]([CH3:14])[CH2:7][N:2]1[CH:6]=[CH:5][N:4]=[CH:3]1)[CH3:37]

Komponenten

6

Edukt 4

HCID 6378Propylene OxideHCID 5360545SodiumHCID 197663375-(Imidazol-1-yl)-4-methyl-3-oxa-pentanoic acid-hydrochlorideHCID 197663941-Hydroxy-5-(imidazol-1-yl)-4-methyl-3-oxa-pentane-1,1-diphosphonic acid

Produkt 2

HCID 109147alpha(or beta)-methyl-1H-imidazole-1-ethanolHCID 179907055-(Imidazol-1-yl)-4-methyl-3-oxa-pentanoic acid-ethyl ester

Versuchsvorschrift

The 5-(imidazol-1-yl)-4-methyl-3-oxa-pentanoic acid-hydrochloride used as the starting material was prepared in the following manner: reaction of the sodium salt of the imidazole with propene oxide yields the 2-(imidazol-1-yl)-1-propanol (b.p.0.1 : 147°-150° C.) from which the 5-(imidazol-1-yl)-4-methyl-3-oxa-pentanoic acid-ethyl ester (oil) is obtained by reaction with ethyl bromoacetate in dimethyl formamide in the presence of sodium hydride which is then saponified with 3N hydrochloric acid to form the desired acid.

Aufarbeitung

  1. customwas prepared in the following manner

Quellen und Nachweise

ORD-Eintrag
ord-b5100ed72aef45b9b741de2fb1877cdf
Quelldatensatz
uspto-grants-1993_04
Patentnummer
US05206253

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