1,1-Dimethylhydrazine → Ethyl 5-dimethylaminoimino-hexanoate

HRID 1822881Notes

Reaction equation

HRID 1822881 reaction equation
[C:1]([CH2:4][CH2:5][CH2:6][C:7]([O:9][CH2:10][CH3:11])=[O:8])(=O)[CH3:2].[CH3:12][N:13]([CH3:15])[NH2:14].FC(F)(F)C(O)=O>C1(C)C=CC=CC=1>[CH3:12][N:13]([N:14]=[C:1]([CH3:2])[CH2:4][CH2:5][CH2:6][C:7]([O:9][CH2:10][CH3:11])=[O:8])[CH3:15]

Participants

5

Reactant 3

HCID 59761,1-DimethylhydrazineHCID 6422Trifluoroacetic acidHCID 84130Ethyl 5-oxohexanoate

Product 1

HCID 53809408Ethyl 5-dimethylaminoimino-hexanoateYield 79%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

15.8 g (100 mmol) of ethyl 4-acetyl-butanoate and 6 g (100 mmol) of anhydrous N,N-dimethyl hydrazine in 50 ml of toluene containing 0.1 ml of trifluoroacetic acid were heated at 70° C. for 5 hours. The mixture was then washed 20 with water, dried over anhydrous sodium sulfate and evaporated to give 12.3 g (79% yield) of the title compound.

Workup

  1. washThe mixture was then washed 20 with water
  2. dry with materialdried over anhydrous sodium sulfate
  3. customevaporated

Sources & evidence

ORD record
ord-04ab589406224e2f8704f53d30dd5a89
Source dataset
uspto-grants-2006_05
Patent number
US07037929B1

Reaction notes

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