Acetamidomalonic acid diethyl ester → Diethyl 2-acetamido-2-(diphenylmethyl)malonate

HRID 35154

Reaktionsgleichung

Reaktionsgleichung von HRID 35154
[Na].[C:2]([NH:5][CH:6]([C:12]([O:14][CH2:15][CH3:16])=[O:13])[C:7]([O:9][CH2:10][CH3:11])=[O:8])(=[O:4])[CH3:3].[C:17]1([CH:23]([C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=2)Br)[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1>C(O)C>[C:2]([NH:5][C:6]([CH:23]([C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1)[C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1)([C:12]([O:14][CH2:15][CH3:16])=[O:13])[C:7]([O:9][CH2:10][CH3:11])=[O:8])(=[O:4])[CH3:3]

Komponenten

5

Edukt 3

HCID 14041Acetamidomalonic acid diethyl esterHCID 236603BromodiphenylmethaneHCID 5360545Sodium

Produkt 1

HCID 14211495Diethyl 2-acetamido-2-(diphenylmethyl)malonate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

Dissolve sodium (2 g) in 400 ml ethanol and add diethyl acetamidomalonate (10.4 g). Stir 5 minutes, add diphenyl bromomethane (12.4 g), and stir 7 hours at room temperature. Acidify the reaction mixture, partition between water and methylene chloride (CH2Cl2), dry the organic layer over magnesium sulfate (MgSO4), filter, and evaporate the solvent to obtain the crude title compound as a pale yellow oil. Rf (silica gel; Et2O)=0.89.

Aufarbeitung

  1. stirringstir 7 hours at room temperature
  2. custompartition between water and methylene chloride (CH2Cl2)
  3. dry with materialdry the organic layer over magnesium sulfate (MgSO4)
  4. filtrationfilter
  5. customevaporate the solvent

Quellen und Nachweise

ORD-Eintrag
ord-18b2b873df424d9bacf447d4ae203cba
Quelldatensatz
uspto-grants-1988_08
Patentnummer
US04766109

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