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ChemicalBook CAS DataBase List 1,1-Cyclopropanedicarboxylic acid
598-10-7

1,1-Cyclopropanedicarboxylic acid synthesis

6synthesis methods
1,2-Dibromoethane

106-93-4

Diethyl malonate

105-53-3

1,1-Cyclopropanedicarboxylic acid

598-10-7

GENERAL STEPS: 15 g of diethyl malonate was dissolved in 187 ml of aqueous solution containing 50 μl NaOH at room temperature. Subsequently 21.3 g (93.8 mmol) of benzyltriethylammonium chloride was added and the resulting mixture was stirred for 10 minutes. To the reaction solution was added 12.3 g (65.47 mmol) of 1,2-dibromoethane and the reaction mixture continued to be stirred at room temperature for more than 18 hours. Upon completion of the reaction, the reaction mixture was neutralized by adding acid solution dropwise. The reaction mixture was washed with aqueous sulfuric acid solution and subsequently extracted with ethyl acetate. The organic phases were combined and the solvent was removed by distillation under reduced pressure to afford 6.2 g of a white solid product, 1,1-cyclopropanedicarboxylic acid, in 76.1% yield.

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