| Identification | Back Directory | [Name]
4-METHOXYPICOLINALDEHYDE | [CAS]
16744-81-3 | [Synonyms]
4-METHOXYPICOLINALDEHYDE
4-Methoxy-2-forMylpyridine
4-Methoxypyridine-2-carbaldehyde
4-Methoxy-2-pyridinecarbaldehyde
4-Methoxy-2-Pyridinecarboxaldehyde
4-Methoxypyridine-2-carboxaldehyde
2-Pyridinecarboxaldehyde,4-methoxy-
2-Formyl-4-methoxypyridine, 4-Methoxypicolinaldehyde | [EINECS(EC#)]
200-258-5 | [Molecular Formula]
C7H7NO2 | [MDL Number]
MFCD08234865 | [MOL File]
16744-81-3.mol | [Molecular Weight]
137.14 |
| Chemical Properties | Back Directory | [Melting point ]
28-30℃ | [Boiling point ]
125-130℃ (25 Torr) | [density ]
1.159±0.06 g/cm3(Predicted) | [storage temp. ]
under inert gas (nitrogen or Argon) at 2-8°C | [pka]
4.47±0.10(Predicted) | [Appearance]
White to yellow Solid-liquid mixture |
| Hazard Information | Back Directory | [Synthesis]
The general procedure for the synthesis of 4-methoxypyridin-2-aldehyde from (4-methoxypyridin-2-yl)methanol was as follows:
- Manganese(IV) oxide (2.412 mL, 139.42 mmol, 4 eq.) was added batchwise to a solution of (4-methoxypyridin-2-yl)methanol (4.85 g, 34.85 mmol, 1 eq.) in ethyl acetate (150 mL).
- The reaction mixture was stirred at 80 °C for 2 hours.
- Upon completion of the reaction, the hot reaction mixture was filtered through diatomaceous earth.
- The filtrate was evaporated to dryness to afford the target product 4-methoxypyridine-2-aldehyde (3.01 g, 21.93 mmol, 62.9% yield).
1H NMR (400.132 MHz, DMSO) δ 3.93 (3H, s), 7.27 (1H, m), 7.44 (1H, d), 8.63 (1H, d), 9.96 (1H, s). | [References]
[1] Patent: WO2009/56886, 2009, A1. Location in patent: Page/Page column 54
[2] Chemical and Pharmaceutical Bulletin, 1990, vol. 38, # 9, p. 2446 - 2458
[3] Inorganic Chemistry, 2013, vol. 52, # 11, p. 6481 - 6501
[4] Bulletin of the Chemical Society of Japan, 2015, vol. 88, # 6, p. 784 - 791
[5] Yakugaku Zasshi, 1957, vol. 77, p. 11,13 |
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