Hydrochloric Acid → HCID 67297135, compound

Participants

Reaction Steps

A suspension of 5-bromo-2-methoxy-pyridine (5.9 g, 30 mmol), methyl 4-hydroxy-benzoate (4.0 g, 26 mmol), K2CO3 (4.7 g, 34 mmol), Cu powder (0.25 g, 4 mmol) and CuI (0.25 g, 1.3 mmol) in pyridine (25 ml) was refluxed for 10 h and allowed to cool to room temperature. The resulting mixture was poured in 100 g of crushed ice, neutralized with HCl to pH 7.5 and extracted with diethyl ether. The extract was evaporated in vacuo, the residue was separated by column chromatography on silica (eluent hexanes-ethyl acetate 8:1) to give 2.8 g (35%) of 4-(6-methoxy-pyridin-3-yloxy)-benzoic acid methyl ester as colorless oil.

Provenance & Evidence