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

HRID 1701877Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1701877
[CH3:1][O:2][C:3]1[CH:15]=[CH:14][CH:13]=[CH:12][C:4]=1[O:5][CH:6]([Cl:11])[CH:7]([OH:10])[CH2:8][CH3:9].[CH:16]([NH2:19])([CH3:18])[CH3:17]>C(O)CCC>[ClH:11].[CH:16]([NH:19][CH2:9][CH2:8][CH:7]([OH:10])[CH2:6][O:5][C:4]1[CH:12]=[CH:13][CH:14]=[CH:15][C:3]=1[O:2][CH3:1])([CH3:18])[CH3:17]

Komponenten

4

Edukt 2

HCID 6363IsopropylamineHCID 198402361-(2-Methoxyphenoxy)-2-hydroxybutyl chloride

Produkt 1

HCID 131203654-(Isopropylamino)-1-(o-methoxyphenoxy)-2-butanol Hydrochloride

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 2631-ButanolLösungsmittel

Reaktionsbedingungen

Temperatur
120 °C

Versuchsvorschrift

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 3 N 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.

Aufarbeitung

  1. customThe resulting reaction mixture
  2. filtrationwas filtered
  3. concentrationThe filtrate was concentrated to dryness
  4. additionmixed with 200 ml
  5. extractionof 3 N hydrochloric acid, extracted with ether
  6. extractionThe base insoluble oil was extracted into isopropyl ether
  7. dry with materialdried over sodium sulfate
  8. concentrationconcentrated to dryness
  9. dissolutionThe residue was dissolved in isopropanol
  10. additionmixed with 20 ml
  11. customThe gummy precipitate recrystallized

Quellen und Nachweise

ORD-Eintrag
ord-1ac99040b3c64883b1e5e67d012b94c0
Quelldatensatz
uspto-grants-1983_04
Patentnummer
US04379167

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