Guaiacol → Benzene, 1-methoxy-2-(2-propen-1-yloxy)-

Participants

Reaction Steps

To a well stirred solution of guaiacol (100.0 g, 0.805 moles) and propargyl bromide (135 g, 0.966 mmoles) in DMF (600 mL) was added anhydrous K2CO3 (222.0 g, 1.61 moles) and the mixture was stirred at room temperature for 3-4 hours. The mixture was then filtered to remove inorganic material. Filtrate was concentrated under vacuo and diluted with water (2.5 L). It was then extracted with ethyl acetate (3×1.0 L). The combined organic layers were washed with water (2×1.0 L) and dried over anhydrous sodium sulfate. Removal of solvent under vacuo gave the product (118.0 g) as brown oil.

Provenance & Evidence