Oxirane, [(2,3-dimethylphenoxy)methyl]- → HCID 13506762, Verbindung

HRID 1583440Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1583440
[CH3:1][O:2][C:3]([C:5]1[CH:14]([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=2[CH3:21])[C:13]2[C:12](=[O:22])[CH2:11][NH:10][CH2:9][C:8]=2[NH:7][C:6]=1[CH3:23])=[O:4].[CH3:24][C:25]1[C:35]([CH3:36])=[CH:34][CH:33]=[CH:32][C:26]=1[O:27][CH2:28][CH:29]1[O:31][CH2:30]1>CO>[CH3:1][O:2][C:3]([C:5]1[CH:14]([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=2[CH3:21])[C:13]2[C:12](=[O:22])[CH2:11][N:10]([CH2:30][CH:29]([OH:31])[CH2:28][O:27][C:26]3[CH:32]=[CH:33][CH:34]=[C:35]([CH3:36])[C:25]=3[CH3:24])[CH2:9][C:8]=2[NH:7][C:6]=1[CH3:23])=[O:4]

Komponenten

4

Edukt 2

HCID 12619677Oxirane, [(2,3-dimethylphenoxy)methyl]-HCID 12818458HCID 12818458, Verbindung

Produkt 1

HCID 13506762HCID 13506762, VerbindungAusbeute 41,1 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

1,4,5,6,7,8-Hexahydro-2-methyl-4-(2-methylphenyl)-5-oxo-1,7-naphthyridine-3-carboxylic acid methyl ester (14.5 g), 6.8 g of 3-(2,3-dimethylphenoxy)-1,2-epoxypropane and 250 ml of methanol were combined and refluxed for 18 hours. The solvent was removed in vacuo. The residue was dissolved in diethyl ether and saturated with hydrogen chloride. The solid was separated and dried in vacuo at 75° C. for 18 hours. The solid was recrystallized from acetonitrile to obtain 7.7 g of the title compound as the hydrochloride salt, m.p. 220° C. dec.

Aufarbeitung

  1. temperaturerefluxed for 18 hours
  2. customThe solvent was removed in vacuo
  3. dissolutionThe residue was dissolved in diethyl ether and saturated with hydrogen chloride
  4. customThe solid was separated
  5. customdried in vacuo at 75° C. for 18 hours
  6. customThe solid was recrystallized from acetonitrile

Quellen und Nachweise

ORD-Eintrag
ord-220563bc64f346139d61676428fe3e7a
Quelldatensatz
uspto-grants-1985_11
Patentnummer
US04551534

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