Reaction #2947

ord-eb592b1203c74e969732293b7513ee02

Reaction equation

C=C1CC(=O)O1.CC(C)=O
diketene acetone
CNC
dimethylamine
→
CC(=O)CC(=O)N(C)C
title compound
CC(=O)CC(=O)N(C)C
N,N-Dimethyl-3-oxobutyramide

Reactants

C=C1CC(=O)O1.CC(C)=O
diketene acetone
CNC
dimethylamine

Reagents

None

Solvents

Cc1ccccc1
toluene

Conditions

Detailed conditions
See reaction.notes.procedure_details.

Workup

  1. 1
    OtherThe solvent was removed in vacuo
  2. 2
    Otherthe residue was purified by chromatography on silica gel (EtOAc/MeOH 0%→10%)

Procedure

A solution of 9 ml (0.05 mmol) of diketene-acetone adduct in 20 ml of toluene was treated with gaseous dimethylamine at room temperature until the reaction was complete. The solvent was removed in vacuo and the residue was purified by chromatography on silica gel (EtOAc/MeOH 0%→10%) yielding 7.0 g of the title compound.

Source

DOI: 10.6084/m9.figshare.5104873.v1Patent: US05731322uspto-grants-1998_03