Guaiacol → 4-Chloro-1-(2-methoxyphenoxy)-2-butanol

Participants

Reaction Steps

To a mixture of 2 moles (248.26 g) of 2-methoxyphenol, 4 moles (160 g) of sodium hydroxide, 250 ml of water and 1 liter of isopropanol was added with stirring 2.2 moles (314.64 g) of 1,4-dichloro-2-butanol. The mixture was refluxed gently overnight. The reaction mixture was extracted with 1 liter of isopropyl ether, dried over sodium sulfate and distilled under reduced pressure. The distillate which was collected at 136°-138° C./0.015 mm (395.8 g) solidified to a white crystalline solid which melted at 48°-50° C.

Provenance & Evidence