Acetic Acid → HCID 178472906, compound
Reaction equation
[C:1]([CH2:5][C:6]([O:8][CH2:9][CH3:10])=[O:7])(=[O:4])[CH2:2][CH3:3].C(O)(=O)C.[N:15]([O-])=[O:16].[Na+]>O>[C:1]([C:5](=[N:15][OH:16])[C:6]([O:8][CH2:9][CH3:10])=[O:7])(=[O:4])[CH2:2][CH3:3]Participants
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Procedure
Ethyl propionylacetate (14.4 g.) was added to acetic acid (19 ml.) and stirred at 5° to 10° C. To the solution was added dropwise over 40 minutes about 2/3 volume of an aqueous solution (30 ml.) of sodium nitrite (15 g.), and further water (50 ml.) was added to the solution and stirred at 25° C. for 1.5 hrs. The remaining aqueous solution of sodium nitrite was added dropwise over 10 minutes to the solution and stirred at room temperature for 2 hrs. The reaction mixture was extracted with diethyl ether (50 ml.) twice, and the extract was washed with saturated aqueous sodium bicarbonate (30 ml.) three times and saturated aqueous sodium chloride, dried over magnesium sulfate and filtered. The filtrate was evaporated in vacuo to give ethyl 2-propionyl-2-hydroxyiminoacetate (12 g.).
Workup
- additionwas added to the solution
- stirringstirred at 25° C. for 1.5 hrs
- stirringstirred at room temperature for 2 hrs
- extractionThe reaction mixture was extracted with diethyl ether (50 ml.) twice
- washthe extract was washed with saturated aqueous sodium bicarbonate (30 ml.) three times and saturated aqueous sodium chloride
- dry with materialdried over magnesium sulfate
- filtrationfiltered
- customThe filtrate was evaporated in vacuo
Sources & evidence
- ORD record
- ord-b8cd8298063b4536b4c365490ce810d7
- Source dataset
- uspto-grants-1987_10
- Patent number
- US04703046
Reaction notes
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