Butanoic acid, 2-(hydroxyimino)-3-oxo-, ethyl ester, (2Z)- synthesis
- Product Name:Butanoic acid, 2-(hydroxyimino)-3-oxo-, ethyl ester, (2Z)-
- CAS Number:66508-93-8
- Molecular formula:C6H9NO4
- Molecular Weight:159.14
141-97-9
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Yield:66508-93-8 96%
Reaction Conditions:
with sodium nitrite in water;acetic acid;
Steps:
1 EXAMPLE 1
EXAMPLE 1 To a cold (5°) stirred mixture of 3.9 kg. of ethyl acetoacetate in 2.25 liters of glacial acetic acid was added a solution of 2.25 kg. of sodium nitrite in 3 liters of water over one hour at 0°-15°. The reaction mixture was stirred at 0°-15° for six hours and worked up to give ethyl 2-hydroxyimino-acetoacetate (4.57 kg.) in 96% yield. To a cool (0°-5°) stirred suspension of 53 g. (1.76 m.) of paraformaldehyde in 172 ml. (2 m.) of 37% hydrochloric acid and 40 ml. of water was added 79.5 g. (0.5 m.) of ethyl 2-hydroxyimino-acetoacetate over 20 minutes at 0°-10°.
References:
US4328349,1982,A
