Hydrochloric Acid → HCID 19969410, compound

Participants

Reaction Steps

To a suspension of 6-methoxy-2-(3-pyridyl)-1-tetralone (288 mg; 1.1 mmol) in CH2Cl2 (10 ml) was added, at 0° C. under argon, boron tribromide (215 μl; 2.2 mmol). It was left for 10 minutes and then, water, ethyl acetate and 2N NaHCO3 were added to bring the mixture to pH 9.5. The mixture was then acidified to pH 7-8 with 2N HCl and then extracted three times with ethyl acetate. The organic phase was washed with water and a saturated aqueous solution of NaCl , dried over MgSO4 filtered and evaporated. The residue was subjected to chromatography using a silica column, eluting with petroleum ether/ethyl acetate (1/9), to give 6-hydroxy-2-(3-pyridyl)-1-tetralone (208 mg; 79%) as a yellow solid.

Provenance & Evidence