Dimethylformamide → 4-((Pyridin-2-yloxy)methyl)benzaldehyde

Participants

Reaction Steps

To a tetrahydrofuran solution (120 mL) of 2-(4-bromo-benzyloxy)pyridine (34 g, 128 mmol) described in Manufacturing Example 1-2-1 was added n-butyl lithium (50 mL, 2.6 m, hexane solution 134 mmol) dropwise at −78° C. After stirring for 30 minutes, N,N-dimethylformamide (10 mL, 134 mmol)) was added dropwise at −78° C. to the reaction solution, which was stirred at room temperature. Water and ethyl acetate were added thereto, which was separated. The ethyl acetate layer was washed with water twice and saline once. The aqueous layers were combined and extracted with ethyl acetate. The ethyl acetate layer thus obtained was washed with water twice and saline once. The previously obtained ethyl acetate layer and the ethyl acetate layer obtained this time were combined, dried over anhydrous magnesium sulfate, and filtered. This filtrate was concentrated under a reduced pressure, so as to obtain a crude product of the title compound (26.8 g).

Provenance & Evidence