Tert-Butylamine → 3-(t-Butyl-amino)-N-methoxy-N-methyl-propanamide

HRID 353944Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 353944
[CH3:1][O:2][N:3]([CH3:8])[C:4](=[O:7])[CH:5]=[CH2:6].[C:9]([NH2:13])([CH3:12])([CH3:11])[CH3:10]>>[C:9]([NH:13][CH2:6][CH2:5][C:4]([N:3]([O:2][CH3:1])[CH3:8])=[O:7])([CH3:12])([CH3:11])[CH3:10]

Komponenten

3

Edukt 2

HCID 6385Tert-ButylamineHCID 294174N-methoxy-N-methylprop-2-enamide

Produkt 1

HCID 220634023-(t-Butyl-amino)-N-methoxy-N-methyl-propanamideAusbeute 70 %

Versuchsvorschrift

N-Methoxy-N-methyl-acrylamide (5 g, 43.4 mmol, 1.0 equiv) was dissolved in t-butylamine (3.36 g, 46 mmol, 1.06 equiv). The resulting solution was stirred at room temperature for 48 h. The excess primary amine was removed in vacuo and the crude product was purified by flash chromatography on silica using 100% CH2Cl2 to 2% MeOH in CH2Cl2 to give the desired product as a light yellow oil (5.7 g, 70%); MS, m/z 189=M+1.

Aufarbeitung

  1. customThe excess primary amine was removed in vacuo
  2. customthe crude product was purified by flash chromatography on silica using 100% CH2Cl2 to 2% MeOH in CH2Cl2

Quellen und Nachweise

ORD-Eintrag
ord-f601ebf5323848c89c5efcc21329a7ac
Quelldatensatz
uspto-grants-2004_06
Patentnummer
US06756372B2

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