Diethylamine → Acetoacetamide, N,N-diethyl-

HRID 326969

Reaction equation

HRID 326969 reaction equation
[CH2:1]([NH:3][CH2:4][CH3:5])[CH3:2].[CH2:6]=[C:7]1[O:11][C:9](=[O:10])[CH2:8]1>C1C=CC=CC=1>[O:11]=[C:7]([CH3:6])[CH2:8][C:9]([N:3]([CH2:4][CH3:5])[CH2:1][CH3:2])=[O:10]

Participants

4

Reactant 2

HCID 8021DiethylamineHCID 12661Diketene

Product 1

HCID 16699Acetoacetamide, N,N-diethyl-

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent2×

Procedure

To a solution of diethylamine (35 g, 0.48 mol) in benzene (75 ml), diketene (40.2 g, 0.48 mol) in benzene (100 ml) was added dropwise at 20°~30° C., stirring was continued for 1 hr. under reflux, and evaporated. The residue (75 g) was chromatographed on silica gel (wako Gel C-200) with dichloromethane/ethyl acetate (10:1) as eluent to give the title compound as a yellow viscous oil; yield: 48.4 g.

Workup

  1. temperatureunder reflux
  2. customevaporated
  3. customThe residue (75 g) was chromatographed on silica gel (wako Gel C-200) with dichloromethane/ethyl acetate (10:1) as eluent

Sources & evidence

ORD record
ord-6a4aba8c403142e6952616e15519e172
Source dataset
uspto-grants-1993_12
Patent number
US05272036

Linked notes

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