4-Methoxyphenol → HCID 19983618, compound

Participants

Reaction Steps

To a suspension of 960 mg (40 mmol) of sodium hydride in 25 mL of dimethyl sulfoxide is added 4.97 g (40 mmol) of 4-methoxyphenol. After the evolution of hydrogen has ceased, 4.10 g (40 mmol, 4.24 mL) of 5-chloro-1-pentyne is added. The mixture is maintained with stirring for 16.5 hours, is diluted with water and is extracted with ethyl ether. The ethereal extract is dried over magnesium sulfate, filtered and rotoevaporated to give 7.1 g (93%) of title compound.

Provenance & Evidence