Ethyl 5-formyl-3-methylisoxazole-4-carboxylate synthesis
- Product Name:Ethyl 5-formyl-3-methylisoxazole-4-carboxylate
- CAS Number:129663-12-3
- Molecular formula:C8H9NO4
- Molecular Weight:183.16
95104-40-8
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129663-12-3
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Yield:129663-12-3 43%
Reaction Conditions:
with manganese(IV) oxide in toluene; for 6 h;Reflux;
Steps:
2.3 Step 3:
Step 3:
ethyl 5-formyl-3-methyl-1,2-oxazole-4-carboxylate
To a solution of ethyl 5-(hydroxymethyl)-3-methyl-1,2-oxazole-4-carboxylate (30 g, 162 mmol, Step 2) in anhydrous toluene (500 mL) was added manganese(IV) oxide (42.3 g, 486 mmol).
The mixture was heated to reflux for 6 hours.
The solids were removed by filtration, and the filtrate was concentrated under reduced pressure to give a residue that was purified by chromatography on silica gel and eluted with EtOAc PE to give the titled compound (13 g, yield 43%).
1H NMR (400 MHz, CDCl3) δ ppm 10.35 (s, 1H), 4.38-4.51 (m, 2H), 2.55 (s, 3H), 1.39-1.44 (m, 3H).
References:
US2017/73353,2017,A1 Location in patent:Paragraph 0427
870-85-9
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129663-12-3
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141-97-9
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129663-12-3
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3511-34-0
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129663-12-3
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