Methanol → Diethyl 2-acetamido-2-(2-pentadecynyl)malonate

HRID 1451592Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1451592
[C:1]([NH:4][CH:5]([C:11]([O:13][CH2:14][CH3:15])=[O:12])[C:6]([O:8][CH2:9][CH3:10])=[O:7])(=[O:3])[CH3:2].[CH3:16][CH2:17][O-].[Na+].[CH2:20]([C:28]1[CH:33]=[CH:32][C:31](CCO)=[CH:30][CH:29]=1)[CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26]C.CO>C(O)C>[C:1]([NH:4][C:5]([CH2:26][C:25]#[C:24][CH2:23][CH2:22][CH2:21][CH2:20][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:17][CH3:16])([C:11]([O:13][CH2:14][CH3:15])=[O:12])[C:6]([O:8][CH2:9][CH3:10])=[O:7])(=[O:3])[CH3:2]

Komponenten

6

Edukt 4

HCID 887MethanolHCID 14041Acetamidomalonic acid diethyl esterHCID 2723922Sodium ethoxideHCID 113108762-(4-Octylphenyl)ethanol

Produkt 1

HCID 21849278Diethyl 2-acetamido-2-(2-pentadecynyl)malonate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel2×

Versuchsvorschrift

Diethyl acetamidomalonate (3.327 g) and 1.137 g of sodium ethylate were dissolved in 50 ml of dry ethanol and the mixture was stirred at room temperature for 30 minutes under a nitrogen atmosphere. A solution of 4.000 g of the compound of (3) above in 30 ml of dry ethanol was added thereto and the mixture was refluxed for 15 hours. Methanol (50 ml) was added to the reaction mixture and the insoluble matters were removed. The solvent was distilled away under reduced pressure and the residue was purified by silica gel column chromatography to give 3.236 g of diethyl 2-acetamido-2-(2-pentadecynyl)malonate.

Aufarbeitung

  1. temperaturethe mixture was refluxed for 15 hours
  2. customthe insoluble matters were removed
  3. distillationThe solvent was distilled away under reduced pressure
  4. customthe residue was purified by silica gel column chromatography

Quellen und Nachweise

ORD-Eintrag
ord-ad12dc0fb1524e188118e1a7bc5d647c
Quelldatensatz
uspto-grants-1997_02
Patentnummer
US05604229

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