Potassium Carbonate → [Benzyl-(1-methyl-3-oxo-indan-5-yl)-amino]-acetic acid ethyl ester

HRID 593267Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 593267
[C:1]([O:4][CH2:5][CH2:6]Br)(=[O:3])[CH3:2].[CH3:8][CH:9]1[C:17]2[C:12](=[CH:13][C:14]([NH:18][C:19](=O)[C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=3)=[CH:15][CH:16]=2)[C:11](=[O:27])[CH2:10]1.C(=O)([O-])[O-].[K+].[K+]>C(#N)C>[CH2:5]([O:4][C:1](=[O:3])[CH2:2][N:18]([CH2:19][C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1)[C:14]1[CH:13]=[C:12]2[C:17](=[CH:16][CH:15]=1)[CH:9]([CH3:8])[CH2:10][C:11]2=[O:27])[CH3:6]

Komponenten

5

Edukt 3

HCID 11430Potassium CarbonateHCID 135641-Acetoxy-2-bromoethaneHCID 86703337N-(1-methyl-3-oxo-indan-5-yl)benzamide

Produkt 1

HCID 86703338[Benzyl-(1-methyl-3-oxo-indan-5-yl)-amino]-acetic acid ethyl esterAusbeute 64,1 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6342AcetonitrileLösungsmittel2×

Versuchsvorschrift

As presented in the following reaction formula, a solution of bromoethyl acetate (BrCH2COOEt; 7.5 g, 0.045 mol) in acetonitrile (20 mL) was added to a mixture of N-(1-methyl-3-oxo-indan-5-yl)benzamide (10 g, 0.037 mol) and anhydrous potassium carbonate (10.4 g, 0.075 mol) in acetonitrile (150 mL), and the reaction mixture was refluxed for 5 hours. After the completion of reaction, the mixture was filtered and the filtrate was concentrated to give the crude product [benzyl-(1-methyl-3-oxo-indan-5-yl)-amino]-acetic acid ethyl ester (8 g, yield: 63%) as a yellow solid.

Aufarbeitung

  1. temperaturethe reaction mixture was refluxed for 5 hours
  2. customAfter the completion of reaction
  3. filtrationthe mixture was filtered
  4. concentrationthe filtrate was concentrated

Quellen und Nachweise

ORD-Eintrag
ord-435b4880c8364418976bbac5ec0ddbed
Quelldatensatz
uspto-grants-2016_01
Patentnummer
US09242928B2

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