Potassium Carbonate → Ethyl 3-[benzyl(2-methoxy-2-oxoethyl)amino]butanoate

HRID 2299105

Reaktionsgleichung

Reaktionsgleichung von HRID 2299105
[CH2:1]([NH:8][CH:9]([CH3:16])[CH2:10][C:11]([O:13][CH2:14][CH3:15])=[O:12])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.Br[CH2:18][C:19]([O:21][CH3:22])=[O:20].C(=O)([O-])[O-].[K+].[K+]>C(#N)C>[CH2:1]([N:8]([CH2:18][C:19]([O:21][CH3:22])=[O:20])[CH:9]([CH3:16])[CH2:10][C:11]([O:13][CH2:14][CH3:15])=[O:12])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Komponenten

5

Edukt 3

HCID 11430Potassium CarbonateHCID 60984Methyl bromoacetateHCID 236384Ethyl 3-(benzylamino)butanoate

Produkt 1

HCID 18379207Ethyl 3-[benzyl(2-methoxy-2-oxoethyl)amino]butanoateAusbeute 82,3 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6342AcetonitrileLösungsmittel

Versuchsvorschrift

A suspension of ethyl 3-(benzylamino)butanoate (5.9 g, 26.7 mmol), methyl bromoacetate (3.0 ml, 31.7 mmol) and potassium carbonate (7.4 g, 53.5 mmol) in acetonitrile (100 ml), was stirred at room temperature for 18 hs. The reaction was filtered through celite and concentrated to give ethyl 3-[benzyl(2-methoxy-2-oxoethyl)amino]butanoate (6.45 g, 82%) as a clear oil, MS (M+H)+=294.

Aufarbeitung

  1. filtrationThe reaction was filtered through celite and
  2. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-1172e6df8a92440db103cfa3ddf1bc7d
Quelldatensatz
uspto-grants-2002_12
Patentnummer
US06495565B2

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