Reaktion #55107

ord-a804633367f843cab0f921f7a59548e0

Reaktionsgleichung

[Na]
Sodium
OCCCO
propane-1,3-diol
Cl.ClCc1c[nH]cn1
4-chloromethylimidazole hydrochloride
OCCCOCc1c[nH]cn1
4-(3-hydroxypropoxy)methylimidazole

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    TemperaturSubsequent heating at 60°-65° for 3 hours
  2. 2
    Temperaturcooling
  3. 3
    Filtrationfiltration and concentration

Vorschrift

Sodium (13.5 g.) was added over 3 hours to propane-1,3-diol (450 ml.) under nitrogen at 70° with stirring. This solution was added over 20 minutes to a stirred solution of 4-chloromethylimidazole hydrochloride (50.0 g.) under nitrogen at 40°-60°. Subsequent heating at 60°-65° for 3 hours followed by overnight cooling, filtration and concentration gave 4-(3-hydroxypropoxy)methylimidazole. Subsequent reaction with thionyl chloride gave 4-(3-chloropropoxy)methylimidazole hydrochloride (38.3 g.).

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US04151288uspto-grants-1979_04