Acetic Acid → 3-Ethoxy-2-methylacrolein dimethylhydrazone

HRID 1458202Notes

Reaction equation

HRID 1458202 reaction equation
[CH2:1]([O:3][CH:4]=[C:5]([CH3:8])[CH:6]=O)[CH3:2].[CH3:9][N:10]([CH3:12])[NH2:11].C(O)(=O)C>C(OCC)C>[CH3:9][N:10]([CH3:12])[N:11]=[CH:6][C:5]([CH3:8])=[CH:4][O:3][CH2:1][CH3:2]

Participants

5

Reactant 3

HCID 176Acetic AcidHCID 59761,1-DimethylhydrazineHCID 5591983-Ethoxy-2-methyl-2-propenal

Product 1

HCID 541604213-Ethoxy-2-methylacrolein dimethylhydrazone

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

A mixture of 3-ethoxy-2-methyl-2-propenal, (E)-- and (Z)-- (4.0 g, 35 mmol), 1,1-dimethylhydrazine (2.73 g, 46 mmol) and acetic acid (0.04 g, 0.7 mmol) in diethyl ether is refluxed for one hour, cooled, washed sequentially with water and brine, dried over anhydrous magnesium sulfate, and concentrated in vacuo to give the title product as a yellow oil.

Workup

  1. temperatureis refluxed for one hour
  2. temperaturecooled
  3. washwashed sequentially with water and brine
  4. dry with materialdried over anhydrous magnesium sulfate
  5. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-3e9fe5efdfcc4216a27bbd65e2213388
Source dataset
uspto-grants-1998_12
Patent number
US05849916

Reaction notes

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