1-(4-CHLOROPHENYL)-1-CYCLOPROPANECARBOXYLIC ACID synthesis
- Product Name:1-(4-CHLOROPHENYL)-1-CYCLOPROPANECARBOXYLIC ACID
- CAS Number:72934-37-3
- Molecular formula:C10H9ClO2
- Molecular Weight:196.63
64399-27-5
72934-37-3
The general procedure for the synthesis of 1-(4-chlorophenyl)-1-cyclopropanecarboxylic acid from 1-(4-chlorophenyl)-1-cyclopropanecarbonitrile is as follows: 1-(4-chlorophenyl)-1-cyclopropanecarbonitrile (18 g) obtained in Example 1 was added to 20% sulfuric acid solution (184 mL). The temperature was slowly raised to reflux and the reaction was maintained for 10-12 hours. Upon completion of the reaction, the reaction mixture was extracted using ethyl acetate. Subsequently, the carboxylic acid product in the organic layer was transferred to 20% sodium hydroxide solution for extraction. The aqueous phase was acidified to pH 2-4 with concentrated hydrochloric acid and a white solid product was precipitated. The solid was collected by filtration and washed with distilled water. After drying, 1-(4-chlorophenyl)-1-cyclopropanecarboxylic acid was obtained in 90-95% yield, 99.4% purity by HPLC and 152-155°C melting point.
64399-27-5
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$9.00/1g
72934-37-3
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$11.00/1g
Yield: 95%
Reaction Conditions:
with sulfuric acid;waterReflux;
Steps:
2
The cyclopropanecarbonitrile ( 18 gm) obtained in example 1 was added to 20% sulfuric acid (184ml). The temperature of the reaction mass was slowly raised and maintained at reflux for 10-12 hours. After 12 hours , ethyl acetate was used to extract the product. The acid product from the organic layer was then extracted into 20% NaOH solution. The aqueous layer was then acidified to pH 2-4 with concentrated HCl. The white solid product obtained was filtered and washed with water. The product p- chlorophenylcyclopropanecarboxylic acid was dried. The yield was 90-95% and the product had apurity of 99.4% by HPLC. The melting point was 152-1550C.
References:
RELIANCE LIFE SCIENCES PVT. LTD. WO2009/150660, 2009, A1 Location in patent:Page/Page column 16
140-53-4
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72934-37-3
108 suppliers
$11.00/1g