Ethyl 3-methoxy-5-nitrobenzoate synthesis
- Product Name:Ethyl 3-methoxy-5-nitrobenzoate
- CAS Number:1227157-65-4
- Molecular formula:C10H11NO5
- Molecular Weight:225.2
64-17-5
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Yield:1227157-65-4 85.6%
Reaction Conditions:
with thionyl chloride at 0; for 6 h;
Steps:
72.2
Step 2: Synthesis of ethyl 3-Methoxy-5-nitrobenzoate [Show Image] The compound (5.33 g, 27.0 mmol) prepared in step 1 was dissolved in absolute ethanol (55.0 ml), added dropwise with thionyl chloride (2.96 ml, 40.55 mmol) at 0 °C. The resulting mixture was refluxed for 6 hours. After completion, the reaction mixture was concentrated under reduced pressure and mixed with sodium bicarbonate aqueous solution. The mixtrue was extracted with dichloromethan, dried over anhydrous magnesium sulfate, and concentrated to dryness. The residue was then purified by flash column chromatography (dichloromethane : hexane = 4 : 1) to obtain the title compound (5.1 g, yield:85.6%, ivory solid). 1H NMR(400MHz, CDCl3) ; δ 8.45(s, 1H), 7.91(s, 1H), 7.88(s, 1H), 4.43(t, J=7.2Hz, 2H), 3.95(s, 3H), 1.44(t, J=7.2Hz, 3H)
References:
EP2364983,2011,A2 Location in patent:Page/Page column 65
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