2-Methylcyclopentanone → 2-Methyl-5-(4-methoxybenzylidene)-cyclopentanone

Participants

Reaction Steps

A solution of 2.8 g of 85% strength potassium hydroxide and 250 ml of water was charged to a stirred 3-necked flask apparatus with reflux condenser, 68 g of p-anisaldehyde and 49 g of 2-methylcyclopentanone were added, and the mixture was boiled under reflux for 3 hours. It was subsequently cooled to room temperature and the yellow solid which had crystallized out was filtered off with suction, washed to neutrality with water and dried in a vacuum oven at 60° C. In this way 98.3 g of 2-methyl-5-(4-methoxybenzylidene)-cyclopentanone (93.2% pure) were obtained. This corresponds to a yield of 85% of theory.

Provenance & Evidence