1-Pentanol → 2-(Pentoxymethyl)oxirane

Participants

Reaction Steps

Amyl alcohol (660.2 g, 7.5 mole), 5.11 q of aluminum triisopropoxide (0.025 mole) and 3.35 g of 96% sulfuric acid (0.033 mole) were heated to 90° C. while stirring under a nitrogen gas atmosphere. To the reaction mixture, 462.5 g (5.0 mole) of epichlorohydrin was added dropwise over 1 hour, followed by stirring for 3 hours. It was found that the conversion ratio of the raw material epichlorohydrin was 100%, while the yield of the resulting halohydrin ether was 95%. To the reaction mixture, 1270 mL of a 4N aqueous solution of sodium hydroxide was added and the resulting mixture was stirred at 60° C. for 6 hours. After cooling to room temperature, the water layer was removed and the residue was purified by distillation under reduced pressure, whereby 657 g of amyl glycidyl ether (1,2-epoxy-4-oxanonane) was obtained (total yield: 94%).

Provenance & Evidence