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ChemicalBook CAS DataBase List 4-((pyridin-2-yloxy)Methyl)benzaldehyde

4-((pyridin-2-yloxy)Methyl)benzaldehyde synthesis

4synthesis methods
-

Yield:936342-25-5 42%

Reaction Conditions:

with manganese(IV) oxide in dichloromethane at 20;Product distribution / selectivity;

Steps:

2.1.2

Manufacturing Example 2-1-2 4-(Pyridin-2-yloxymethyl)-benzaldehyde; To a mixture of (4-(pyridin-2-yloxymethyl)-phenyl)methanol (1.9 g, 8.6 mmol) described in Manufacturing Example 2-1-1 and methylene chloride (30 mL) was added manganese dioxide (15 g, 17 mmol) at room temperature, which was stirred overnight at that temperature. The reaction mixture was filtered through a Celite pad, and the solvent was evaporated under a reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate:heptane=1:4) to obtain the title compound (770 mg, 42%).1H-NMR Spectrum (CDCl3) δ (ppm): 5.48 (2H, s), 6.85 (1H, d, J=8.2 Hz), 6.90-6.93 (1H, m), 7.60-7.64 (3H, m), 7.89 (2H, d, J=8.1 Hz), 8.16 (1H, dd, J=1.3, 4.9 Hz), 10.0 (1H, s).

References:

US2009/82403,2009,A1 Location in patent:Page/Page column 52