Water → HCID 14324491, compound

HRID 1588378Notes

Reaction equation

HRID 1588378 reaction equation
[C:1]([CH2:7][C:8]([O:10]CC)=O)(=O)[C:2]([CH3:5])([CH3:4])[CH3:3].O.[NH2:14][NH2:15].O>C(O)C>[C:2]([CH:1]1[CH2:7][C:8](=[O:10])[NH:15][NH:14]1)([CH3:5])([CH3:4])[CH3:3]

Participants

5

Reactant 3

HCID 962WaterHCID 24654Hydrazine hydrate (1:1)HCID 86950Ethyl pivaloylacetate

Product 1

HCID 14324491HCID 14324491, compoundYield 98.5%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

In 2.5 liters of ethanol was dissolved 1.0 kg of ethyl pivaloylacetate and 320 g of hydrazine hydrate was added dropwise to the solution under water-cooling. Thereafter, the reaction was performed overnight at room temperature and then 5.0 liters of water was added to the reaction mixture followed by stirring. Crystals thus deposited were recovered by filtration under reduced pressure, washed well with water, then washed with a small amount of methanol, and air-dried. Thus, 812 g of the above-described compound was obtained with a yield of 98.5%.

Workup

  1. additionwas added dropwise to the solution under water-
  2. temperaturecooling
  3. filtrationCrystals thus deposited were recovered by filtration under reduced pressure
  4. washwashed well with water
  5. washwashed with a small amount of methanol
  6. customair-dried

Sources & evidence

ORD record
ord-2d4c02f504d84f92952c0bc3ea566672
Source dataset
uspto-grants-1993_06
Patent number
US05221750

Reaction notes

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