Benzaldehyde → HCID 54070128, Verbindung

HRID 1247939Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1247939
[CH3:1][C:2]1[CH:3]=[CH:4][C:5]2[N:6]([CH:15]=1)[C:7](=[O:14])[C:8]1[CH2:13][CH2:12][CH2:11][C:9]=1[N:10]=2.[CH:16](=O)[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1.C[O-].[Na+]>CO>[CH:16](=[C:11]1[C:9]2[N:10]=[C:5]3[CH:4]=[CH:3][C:2]([CH3:1])=[CH:15][N:6]3[C:7](=[O:14])[C:8]=2[CH2:13][CH2:12]1)[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1

Komponenten

5

Edukt 3

HCID 240BenzaldehydeHCID 10942334Sodium MethoxideHCID 124855822,3-Dihydro-7-methylcyclopenta[d]pyrido[1,2-alpha]pyrimidin-10(1H)-one

Produkt 1

HCID 54070128HCID 54070128, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

7-methyl-1,2,3,10-tetrahydro-cyclopenta[d]pyrido[1,2-a]pyrimidine-10-one (5 g) was reacted with benzaldehyde (13.2 g) in methanol (200 ml) in the presence of sodium methoxide (6.8 g) at reflux temperature for 96 hours. After cooling and concentration in vacuo to a small volume the precipitate was filtered and washed with water until neutral; crystallization from CH2Cl2 /methanol gave 3-benzylidene-7-methyl-1,2,3,10-tetrahydro-cyclopenta[d]pyrido[1,2-a]pyrimidine-10-one, m.p. 197°-199° C., NMR (CDCl3) δ ppm: 2.45 (s) (3H, CH3), 3.10 (bs) (4H, C-1 and C-2 protons), 7.2-7.7 (m) (8H, =CH-- and C-5 and C-6 and phenyl protons), 8.80 (bs) (1H, C-8 proton).

Aufarbeitung

  1. temperatureat reflux temperature for 96 hours
  2. temperatureAfter cooling
  3. concentrationconcentration in vacuo to a small volume the precipitate
  4. filtrationwas filtered
  5. washwashed with water until neutral
  6. customcrystallization from CH2Cl2 /methanol

Quellen und Nachweise

ORD-Eintrag
ord-5e467be65e4944dabed7ec924b2ca33a
Quelldatensatz
uspto-grants-1985_06
Patentnummer
US04521419

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