Sodium hydride → Ethyl 4-methyl-3-(2-chloropyridin-4-yloxy)benzoate

Participants

Reaction Steps

Using the method of Example 3, Step A, ethyl 4-methyl-3-hydroxybenzoate (1.70 g, 9.46 mmol), 60% sodium hydride in mineral oil (378 mg, 9.48 mmol), and 2-chloro-4-nitropyridine (1.50 g, 9.46 mmol) were reacted to provide ethyl 4-methyl-3-(2-chloropyridin-4-yloxy)benzoate (2.59 g, 94% yield) as a clear oil. 1H NMR (CDCl3) δ 8.24 (d, 1H), 7.90 (d, 1H), 7.69 (s, 1H), 7.38 (d, 1H), 6.73 (d, 2H), 4.37 (quartet, 2H), 2.23 (s, 3H), 1.39 (t, 3H).

Provenance & Evidence