Hydrochloric Acid → HCID 12842152, Verbindung

HRID 435111

Reaktionsgleichung

Reaktionsgleichung von HRID 435111
[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]=[CH:9][C:10](=[O:12])[CH3:11])=[CH:4][CH:3]=1.[CH2:13]=O.[NH:15]1[CH2:20][CH2:19][O:18][CH2:17][CH2:16]1.[ClH:21]>C(O)C.CC(C)=O>[ClH:21].[CH3:1][C:2]1[CH:7]=[CH:6][C:5](/[CH:8]=[CH:9]/[C:10](=[O:12])[CH2:11][CH2:13][N:15]2[CH2:20][CH2:19][O:18][CH2:17][CH2:16]2)=[CH:4][CH:3]=1

Komponenten

7

Edukt 4

HCID 313Hydrochloric AcidHCID 712FormaldehydeHCID 8083MorpholineHCID 1073884-(4-Methylphenyl)-3-buten-2-one

Produkt 1

HCID 12842152HCID 12842152, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 180AcetoneLösungsmittelHCID 702EthanolLösungsmittel

Versuchsvorschrift

8 g (0.05 mole) of 4-(4-methylphenyl)-3-buten-2-one (prepared analogously to the intermediates for the foregoing examples), 2 g (a 30% excess) of paraformaldehyde and 4.35 g (0.05 mole) of morpholine are dissolved in a mixture of ethanol (60 ml) and concentrated HCl (6 ml). The mixture is heated at reflux temperature for 18 hours. The mixture is then cooled to room temperature and diluted with acetone to a volume of 250 ml. The solution is chilled overnight. It is then concentrated to a volume of about 25 ml. The residue is triturated with ethyl alcohol. The insoluble material is filtered and recrystallized from ethyl alcohol/methyl alcohol. The resultant crystals are filtered and vacuum dried overnight, yielding 3.3 g of (E)-1-(4-methylphenyl)-5-(4-morpholinyl)-1-penten-3-one hydrochloride; m.p. 188°-190° C.

Aufarbeitung

  1. temperatureThe mixture is heated
  2. temperatureat reflux temperature for 18 hours
  3. temperatureThe solution is chilled overnight
  4. concentrationIt is then concentrated to a volume of about 25 ml
  5. customThe residue is triturated with ethyl alcohol
  6. filtrationThe insoluble material is filtered
  7. customrecrystallized from ethyl alcohol/methyl alcohol
  8. filtrationThe resultant crystals are filtered
  9. customvacuum dried overnight

Quellen und Nachweise

ORD-Eintrag
ord-5f831d5144b6416ea3bb99e62c3f634f
Quelldatensatz
uspto-grants-1983_08
Patentnummer
US04400380

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