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 mL) 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 to separate the reaction solution. The ethyl acetate layer was washed with water (twice) and saline (once). This was combined with the aqueous layer 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 titled compound (26.8 g).

Provenance & Evidence