4-Fluorobenzaldehyde → 3-Methyl 5-ethyl 1,4-dihydro-2,4-di-(4-fluorophenyl)-6-isopropylpyridine-3,5-di-carboxylate

HRID 582556

Reaktionsgleichung

Reaktionsgleichung von HRID 582556
[F:1][C:2]1[CH:9]=[CH:8][C:5]([CH:6]=O)=[CH:4][CH:3]=1.[F:10][C:11]1[CH:23]=[CH:22][C:14]([C:15]([CH2:17][C:18]([O:20][CH3:21])=[O:19])=O)=[CH:13][CH:12]=1.[NH2:24][C:25]([CH:32]([CH3:34])[CH3:33])=[CH:26][C:27]([O:29][CH2:30][CH3:31])=[O:28]>C(O)CO>[F:1][C:2]1[CH:9]=[CH:8][C:5]([C:6]2[NH:24][C:25]([CH:32]([CH3:33])[CH3:34])=[C:26]([C:27]([O:29][CH2:30][CH3:31])=[O:28])[CH:15]([C:14]3[CH:13]=[CH:12][C:11]([F:10])=[CH:23][CH:22]=3)[C:17]=2[C:18]([O:20][CH3:21])=[O:19])=[CH:4][CH:3]=1

Komponenten

5

Edukt 3

HCID 680234-FluorobenzaldehydeHCID 579425Methyl 4-fluorobenzoylacetateHCID 59557418Ethyl 3-amino-4-methyl-pent-2-enoate

Produkt 1

HCID 158172683-Methyl 5-ethyl 1,4-dihydro-2,4-di-(4-fluorophenyl)-6-isopropylpyridine-3,5-di-carboxylate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 174Ethylene GlycolLösungsmittel

Versuchsvorschrift

31 g (0.25 mol) of p-fluorobenzaldehyde, 49 g (0.25 mol) of methyl 4-fluorobenzoylacetate and 39.25 g (0.25 mol) of ethyl 3-amino-4-methyl-pent-2-enoate are boiled under reflux for 18 hours in 150 ml of ethylene glycol at a bath temperature of 130° C. The mixture is cooled to room temperature, extracted three times using 300 ml of diethyl ether, the combined ether phases are concentrated, and the residue is dissolved in 100 ml of toluene and chromatographed on 700 ml of silica gel (0.04-0.063 mm) using toluene as an eluent.

Aufarbeitung

  1. extractionextracted three times
  2. concentrationthe combined ether phases are concentrated
  3. dissolutionthe residue is dissolved in 100 ml of toluene
  4. customchromatographed on 700 ml of silica gel (0.04-0.063 mm)

Quellen und Nachweise

ORD-Eintrag
ord-1cf92cccaaf44470a769683b290a9484
Quelldatensatz
uspto-grants-1999_07
Patentnummer
US05925645

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