Sodium Nitrate → HCID 178472908, compound

HRID 1577184Notes

Reaction equation

HRID 1577184 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 962WaterSolvent2×

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, water (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. extractionthe mixture extracted with ether
  3. washThe extracts were washed with water, saturated sodium bicarbonate solution and water
  4. dry with materialAfter drying (CaSO4)
  5. customthe solution was evaporated

Sources & evidence

ORD record
ord-9ce5137995ff4e808a1829f8480e63fb
Source dataset
uspto-grants-1981_09
Patent number
US04287198

Reaction notes

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