Water → HCID 22914029, compound

HRID 1377415Notes

Reaction equation

HRID 1377415 reaction equation
Cl.[NH2:2]O.[CH3:4][C:5]([CH3:14])([CH3:13])[C:6](=O)[CH2:7][C:8]([O:10]C)=[O:9].O>C(O)C>[C:5]([C:6]1[NH:2][O:10][C:8](=[O:9])[CH:7]=1)([CH3:14])([CH3:13])[CH3:4]

Participants

5

Reactant 3

HCID 962WaterHCID 99597Methyl pivaloylacetateHCID 443297Hydroxyamine hydrochloride

Product 1

HCID 22914029HCID 22914029, compoundYield 73.6%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 8.8 grams (126 mmol, 1 eq) of hydroxylamine hydrochloride and 10 grams (126 mmol, 1 eq) in 40 mL of ethanol was heated to reflux and 20 grams (126 mmol, 1 eq) of methyl 4,4-dimethyl-3-oxopentanoate was added. The reaction mixture was heated for 2 hours and then allowed to cool to room temperature overnight. The mixture formed a precipitate. To this mixture was added 50 mL of water with stirring and more precipitate formed. The solid was collected by filtration and dried. This gave 13.1 grams (48% yield) of the desired product. mp 110°-15° C.

Workup

  1. temperaturewas heated
  2. temperatureto reflux
  3. temperatureThe reaction mixture was heated for 2 hours
  4. customThe mixture formed a precipitate
  5. custommore precipitate formed
  6. filtrationThe solid was collected by filtration
  7. customdried

Sources & evidence

ORD record
ord-d8c7411353284b3988d515639baa74dd
Source dataset
uspto-grants-1997_09
Patent number
US05665522

Reaction notes

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