Reaktion #92978

Reaktionsgleichung

1-(2-methoxyphenoxy)-2-hydroxybutyl chloride

isopropyl amine

→

4-(Isopropylamino)-1-(o-methoxyphenoxy)-2-butanol Hydrochloride

Lösungsmittel

n-butanol

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeThe resulting reaction mixture
2. 2
   Filtrationwas filtered
3. 3
   EinengenThe filtrate was concentrated to dryness
4. 4
   workup.ADDITIONmixed with 200 ml
5. 5
   Extraktionof 3N hydrochloric acid, extracted with ether
6. 6
   ExtraktionThe base insoluble oil was extracted into isopropyl ether
7. 7
   Trocknendried over sodium sulfate
8. 8
   Einengenconcentrated to dryness
9. 9
   workup.DISSOLUTIONThe residue was dissolved in isopropanol
10. 10
    workup.ADDITIONmixed with 20 ml
11. 11
    SonstigeThe gummy precipitate recrystallized

Vorschrift

A mixture which contained 11.6 g. (0.05 mole) of 1-(2-methoxyphenoxy)-2-hydroxybutyl chloride, 50 ml. of isopropyl amine and 100 ml. of n-butanol was charged in a steel bomb and heated at 120° C. for 24 hr. The resulting reaction mixture was filtered. The filtrate was concentrated to dryness and mixed with 200 ml. of 3N hydrochloric acid, extracted with ether and the aqueous layer was made basic. The base insoluble oil was extracted into isopropyl ether, dried over sodium sulfate and concentrated to dryness. The residue was dissolved in isopropanol and mixed with 20 ml. ethereal hydrogen chloride. The gummy precipitate recrystallized using isopropyl ether and isopropanol. The hydrochloride (8.3 g.) melted at 83°-85° C.

Quelle