Dipropylamine → 3-Oxo-n,n-dipropylbutanamide

HRID 1055190Notes

Reaction equation

HRID 1055190 reaction equation
[CH2:1]([NH:4][CH2:5][CH2:6][CH3:7])[CH2:2][CH3:3].[CH2:8]=[C:9]1[O:13][C:11](=[O:12])[CH2:10]1>CO>[O:13]=[C:9]([CH3:8])[CH2:10][C:11]([N:4]([CH2:5][CH2:6][CH3:7])[CH2:1][CH2:2][CH3:3])=[O:12]

Participants

4

Reactant 2

HCID 8902DipropylamineHCID 12661Diketene

Product 1

HCID 2492073-Oxo-n,n-dipropylbutanamideYield 86.3%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
0 °C

Procedure

A solution of 27.80 g (0.28 mol) N,N-di-n-propylamine was added dropwise to a solution of 20.00 g (0.24) diketene in 100 ml MeOH at 0° C. After stirring for 3 hours at 0° C., no starting material was detected anymore by thin-layer chromatography. The reaction mixture was spun off and the residue was purified by means of column chromatography. 38.05 g of product was obtained as a slightly yellow oil.

Workup

  1. customthe residue was purified by means of column chromatography

Sources & evidence

ORD record
ord-907516ec60ca4c8080ab426f6dc95afd
Source dataset
uspto-grants-2016_07
Patent number
US09394324B2

Reaction notes

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