2-formyl-3-pyridinecarboxylic acid ethyl ester synthesis
- Product Name:2-formyl-3-pyridinecarboxylic acid ethyl ester
- CAS Number:21908-07-6
- Molecular formula:C9H9NO3
- Molecular Weight:179.17
1721-26-2
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21908-07-6
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Yield:21908-07-6 50%
Reaction Conditions:
with selenium(IV) oxide in 1,4-dioxane;water;
Steps:
Preparation of 3-carboethoxy-2-pyridinecarboxaldehyde:
Preparation of 3-carboethoxy-2-pyridinecarboxaldehyde: To a stirred solution of ethyl 2-methylnicotinate (1.657 g, 10.0 mmol) in 1,4-dioxane (10 mL) and water (1 mL) was added selenium dioxide (1.568 g, 14.1 mmol) and the resultant mixture was heated to reflux overnight. The reaction mixture was cooled to room temperature and concentrated under reduced pressure. The residue was purified by column chromatography on silica gel (3:1 hexanes/ethyl acetate) and provided the title compound (0.90 g, 50%) as a yellow oil. 1H NMR (CDCl3) δ 1.41 (t, 3H, J=7.5 Hz), 4.45 (q, 2H; J=7.5 Hz), 7.56 (dd, 1H, J=6.0, 6.0 Hz), 8.11 (dd, 1H, J=6.0, 1.0 Hz), 8.87 (dd, 1H, J=6.0, 1.0 Hz), 10.34 (s, 1H).
References:
US2002/147192,2002,A1
75-09-2
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2050-22-8
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21908-07-6
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62759-80-2
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21908-07-6
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