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ChemicalBook CAS DataBase List 4-CHLORO-ALPHA,ALPHA-DIMETHYLPHENYLACETIC ACID

4-CHLORO-ALPHA,ALPHA-DIMETHYLPHENYLACETIC ACID synthesis

3synthesis methods
30568-32-2 Synthesis
2-(4-chlorophenyl)-2-methylpropanenitrile

30568-32-2
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Yield: 77%

Reaction Conditions:

with sodium hydroxide in water;diethylene glycol for 18 h;Reflux;

Steps:

2 Step 2: Synthesis of 2-(4-chlorophenyl)-2-methylpropanoic acid:
A stirred solution of 2-(4-chlorophenyl)-2-methylpropanenitrile (step 1, 30.0 g, 163.0 mmol, 1.0 eq), sodium hydroxide (19.5 g, 489.1 mmol, 3.0 eq), diethylene glycol (120 ml) and water (35 ml) was refluxed for about 18 hours. The reaction mixture was cooled to 0 °C,acidified with 0.5N HC1 (1200 ml) to pH 3-4. The generated crystals were collected by filtration and dried under vacuum to obtain the desired product (25.0 g, 77% yield) as a palebrown color solid. ‘H NMR (300 MHz, DMSO-d6): ppm 12.44 (br.s., 1H), 7.41-7.34 (m, 4H), 1.46 (s, 6H).

References:

HETERO RESEARCH FOUNDATION;BANDI, Parthasaradhi Reddy;KURA, Rathnakar Reddy;GAZULA LEVI, David Krupadanam;ADULLA, Panduranga Reddy;KASIREDDY, Bhaskar Reddy WO2017/64628, 2017, A1 Location in patent:Page/Page column 35

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