Ethyl chrysanthemate → chrysanthemic acid d-trans-form

Participants

Reaction Steps

In a 500 ml volume four-necked flask, there were charged ethyl chrysanthemate consisting of 33.6 % of the cis-isomer and 66.4 % of the trans-isomer (100 g; trans-isomer, 0.34 mol), a 25 % aqueous solution of sodium hydroxide (30 g; NaOH, 0.19 mol) and ethanol (50 g), and the mixture was stirred at 60°C for 5 hours as in Example 1. After removing ethanol by distillation, the reaction mixture was treated as in Example 1 to give trans-chrysanthemic acid (28.7 g; trans-isomer, 90.0 %) and unreacted ethyl chrysanthemate (64.0 g; cis/trans = 53.8/46.2).

Provenance & Evidence