HCID 20517506, Verbindung → HCID 20517553, Verbindung

HRID 2198890Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2198890
[CH2:1]([C:3]1([C:10]2[CH:15]=[CH:14][CH:13]=[C:12]([O:16]C)[CH:11]=2)[O:8][CH:7]([CH3:9])[CH2:6][NH:5][CH2:4]1)[CH3:2]>Br>[CH2:1]([C:3]1([C:10]2[CH:15]=[CH:14][CH:13]=[C:12]([OH:16])[CH:11]=2)[O:8][CH:7]([CH3:9])[CH2:6][NH:5][CH2:4]1)[CH3:2]

Komponenten

3

Edukt 1

HCID 20517506HCID 20517506, Verbindung

Produkt 1

HCID 20517553HCID 20517553, VerbindungAusbeute 113,2 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 260Hydrogen BromideLösungsmittel

Versuchsvorschrift

2-Ethyl-2-(3-methoxyphenyl)-6-methylmorpholine (2.63 g) was refluxed with aq 48% HBr (20 ml) for 2.5 h. The residue on evaporation was re-evaporated from isopropyl alcohol several times, giving ultimately a green gum (2.8 g), which was dissolved in methanol and basified with 0.880 ammonia. The methanol and ammonia were evaporated under reduced pressure and the aqueous remaining was shaken with chloroform (2×100 ml). The chloroform layers were washed and dried and evaporated, leaving an orange oil (8.4 g) that crystallised from ethyl acetate (25 ml). The yellow hygroscopic solid was dissolved in isopropyl alcohol (15 ml) and acidified with ethereal hydrogen chloride. On cooling crystals of the title compound hydrochloride were obtained (0.85 g, mp 200°-205° C.). Gas-liquid chromatography revealed the isomer ratio to be 20:1.

Aufarbeitung

  1. customThe residue on evaporation
  2. customwas re-evaporated from isopropyl alcohol several times

Quellen und Nachweise

ORD-Eintrag
ord-fc64a721cf4d4f86a2719c32c15f668f
Quelldatensatz
uspto-grants-1982_11
Patentnummer
US04360519

Notizen zur Reaktion

Wird geladen…