Sodium Nitrate → HCID 178472908, compound

HRID 847930Notes

Reaction equation

HRID 847930 reaction equation
[N+:1]([O-:4])([O-])=O.[Na+].[C:6]([CH2:11][C:12]([O:14][CH2:15][CH3:16])=[O:13])(=[O:10])[CH:7]([CH3:9])[CH3:8]>O.C(O)(=O)C>[N:1](=[C:11]([C:6](=[O:10])[CH:7]([CH3:9])[CH3:8])[C:12]([O:14][CH2:15][CH3:16])=[O:13])[OH:4]

Participants

5

Reactant 2

HCID 24268Sodium NitrateHCID 81583Ethyl isobutyrylacetate

Product 1

HCID 178472908HCID 178472908, compoundYield 116.1%

Reagents, catalysts & solvents 2

HCID 176Acetic AcidSolventHCID 962WaterSolvent

Procedure

A solution of sodium nitrate (43.8 g.) in water (92 ml.) was added dropwise, with stirring, to a solution of ethyl isobutyrylacetate (100.3 g.) in acetic acid (80 ml.) at 0°. After stirring at 0° for 30 minutes then at room temperature for 3 hours, (100 ml.) was added and the mixture extracted with ether. The extracts were washed with water, saturated sodium bicarbonate solution and water. After drying (CaSO4), the solution was evaporated to give ethyl 2-oximino-4-methyl-3-oxopentanoate (112 g.) as a crude oil.

Workup

  1. waitat room temperature for 3 hours
  2. addition(100 ml.) was added
  3. extractionthe mixture extracted with ether
  4. washThe extracts were washed with water, saturated sodium bicarbonate solution and water
  5. dry with materialAfter drying (CaSO4)
  6. customthe solution was evaporated

Sources & evidence

ORD record
ord-8d4ff632d2a94c64a222977c90cbf04b
Source dataset
uspto-grants-1981_10
Patent number
US04293699

Reaction notes

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