Hydrochloric Acid → 2-Cyclopenten-1-one, 2-pentyl-

Participants

Reaction Conditions

Reaction Steps

15.09 g (0.16 mol) of 3-picoline and 5.63 g (0.055 mol) of a 35% hydrochloric acid were mixed with 82.2 g of n-hexanol and heated to 160° C. Then, 164.4 g (1.08 mol) of 2-pentylidene cyclopentanone were added dropwise thereto at the same temperature for 2 hours and a 35% hydrochloric acid was simultaneously added dropwise thereto at the rate of 1.41 g (0.014 mol)/h for 2 hours. After the dropping addition was finished, the resultant mixture was stirred for 5 hours under heating at the same temperature while the 35% hydrochloric acid was continuously added dropwise. After the reaction was finished, the mixture was cooled to the room temperature and neutralized with an aqueous solution of sodium hydroxide. Then, the resultant organic layer was analyzed in the same manner as in Example 1. As the result, 148.3 g of 2-pentyl-2-cyclopentenone were obtained (yield: 90.2%).

Provenance & Evidence