Acetic Acid → HCID 68978144, compound

HRID 446888Notes

Reaction equation

HRID 446888 reaction equation
C[O:2][C:3](=O)[CH:4]([CH:10]([CH3:13])[CH:11]=O)[CH2:5][C:6]([O:8][CH3:9])=[O:7].C(O)(=O)C.O.[NH2:20][NH2:21]>C(O)C>[CH3:9][O:8][C:6](=[O:7])[CH2:5][CH:4]1[CH:10]([CH3:13])[CH:11]=[N:21][NH:20][C:3]1=[O:2]

Participants

5

Reactant 3

HCID 176Acetic AcidHCID 24654Hydrazine hydrate (1:1)HCID 86636497HCID 86636497, compound

Product 1

HCID 68978144HCID 68978144, compoundYield 51%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
0 °C

Procedure

To this 2-(1-methyl-2-oxo-ethyl)succinic acid dimethyl ester was added ethanol (13 L), which was cooled to 0° C. Acetic acid (1.2 kg, 20 mol) was added with maintaining the temperature. To the reaction mixture was added hydrazine hydrate (1.08 kg, 21.6 mol), which was warmed to room temperature and stirred for 16 h. Ethanol was removed by distillation under reduced pressure, methylene chloride was added to the residue, which was then extracted-dried-concentrated according to a conventional manner to give the title compound (2.80 kg, Yield: 51%).

Workup

  1. temperaturewith maintaining the temperature
  2. temperaturewas warmed to room temperature
  3. customEthanol was removed by distillation under reduced pressure, methylene chloride
  4. additionwas added to the residue, which
  5. concentrationwas then extracted-dried-concentrated

Sources & evidence

ORD record
ord-7a740415a33345cabb1ed7d2cb01d296
Source dataset
uspto-grants-2013_07
Patent number
US08481537B2

Reaction notes

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