Sodium Methoxide → HCID 21182511, Verbindung

HRID 1386617Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1386617
CN([CH:4]=[CH:5][C:6](=O)[C:7]1[CH:12]=[CH:11][C:10]([C:13]([O:15][CH2:16]C)=[O:14])=[CH:9][CH:8]=1)C.Cl.[CH2:20]([O:26][C:27]1[CH:35]=[CH:34][C:30]([C:31]([NH2:33])=[NH:32])=[CH:29][CH:28]=1)[CH2:21][CH2:22][CH2:23][CH2:24][CH3:25].C[O-].[Na+]>CO>[CH2:20]([O:26][C:27]1[CH:28]=[CH:29][C:30]([C:31]2[N:33]=[CH:4][CH:5]=[C:6]([C:7]3[CH:12]=[CH:11][C:10]([C:13]([O:15][CH3:16])=[O:14])=[CH:9][CH:8]=3)[N:32]=2)=[CH:34][CH:35]=1)[CH2:21][CH2:22][CH2:23][CH2:24][CH3:25]

Komponenten

5

Edukt 3

HCID 10942334Sodium MethoxideHCID 12238501p-n-Hexyloxybenzamidine hydrochlorideHCID 54211795HCID 54211795, Verbindung

Produkt 1

HCID 21182511HCID 21182511, VerbindungAusbeute 52,1 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel2×

Versuchsvorschrift

To a suspension of 1-(N,N-dimethylamino)-2-(4-ethoxycarbonylbenzoyl)ethylene (0.742 g) and 4-n-hexyloxybenzamidine hydrochloride (0.847 g) in methanol (10 ml) was added 28% sodium methoxide in methanol (0.64 ml). The suspension was refluxed for 6 hours, and partitioned with ethyl acetate and water. The organic layer was washed with water and brine, dried over magnesium sulfate and evaporated under reduced pressure. The residue was triturated with acetonitrile, collected by filtration and dried under reduced pressure to give Methyl 4-[2-(4-n-hexyloxyphenyl)pyrimidin-6-yl]benzoate (0.61 g).

Aufarbeitung

  1. temperatureThe suspension was refluxed for 6 hours
  2. custompartitioned with ethyl acetate and water
  3. washThe organic layer was washed with water and brine
  4. dry with materialdried over magnesium sulfate
  5. customevaporated under reduced pressure
  6. customThe residue was triturated with acetonitrile
  7. filtrationcollected by filtration
  8. customdried under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-6059b437672d4236be52109495d66445
Quelldatensatz
uspto-grants-2001_07
Patentnummer
US06265536B1

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