ChemicalBook CAS DataBase List 2-(4-Chlorophenoxy)-2-methylpropionic acid

2-(4-Chlorophenoxy)-2-methylpropionic acid synthesis

11synthesis methods

Product Name:2-(4-Chlorophenoxy)-2-methylpropionic acid
CAS Number:882-09-7
Molecular formula:C10H11ClO3
Molecular Weight:214.65

637-07-0

882-09-7

Step 2: Synthesis of 2-(4-chlorophenoxy)-2-methylpropionic acid To a solution of ethyl 2-(4-chlorophenoxy)-2-methylpropionate (2.0 g, 8.24 mmol) in tetrahydrofuran (16 mL) was added sequentially water (4 mL) and lithium hydroxide monohydrate (0.69 g, 16.4 mmol) at room temperature. The reaction mixture was stirred at room temperature for 16 hours. After completion of the reaction, the mixture was diluted with water and washed with dichloromethane (DCM). The aqueous phase was separated and acidified with 1 M aqueous hydrochloric acid to pH about 2, followed by extraction with dichloromethane (DCM, 2 times). The organic extracts were combined, washed with brine, dried over anhydrous magnesium sulfate, filtered and concentrated under reduced pressure to give 2-(4-chlorophenoxy)-2-methylpropionic acid (p-chlorophenoxyisobutyric acid) as a white solid (1.45 g, 82% yield). 1H NMR (400 MHz, chloroform-d): δ 1.62 (6H, s), 6.89 (2H, d, J = 9.0 Hz), 7.24 (2H, d, J = 9.0 Hz).

637-07-0 Synthesis

637-07-0
241 suppliers
$13.00/500mg

882-09-7
320 suppliers
$5.00/5g

Yield:882-09-7 94%

Reaction Conditions:

with methanol;sodium hydroxide in dichloromethane;water

Steps:

16
Take compound III-2 (1.8g) in a mixed solution of dichloromethane (10mL) and methanol (1mL).10% NaOH aqueous solution (10 mL) was added,The reaction was refluxed for 12 hours.The solvent was distilled off under reduced pressure,Ethyl acetate (10 mL) was added,Adjust pH to acidic with 1N HCl,Ethyl acetate (10 mL x 3) extraction,The organic phase was washed with a saturated saline solution (10 mL x 3),Dried over anhydrous sodium sulfate,The solvent was distilled off under reduced pressure,Compound III-3 was obtained (white solid, 1.5 g, yield 94%).

References:

China Pharmaceutical University;Sun Hongbin;Yan Dingfei;Feng Zhiqi;Zhang Jia;Yao Zhiying;Zhao Wenfeng;Zhang Xiangying;Sun Geng;Han Lishuai;Wu Wenzhen;Liu Shengjie;Zhao Xing;Li Minglei;Yu Shengqi;Chen Hui;Cheng Yalong;Wang Pengfei;Dai Liang;Wen Xiaoan;Liu Jun CN110372638, 2019, A Location in patent:Paragraph 0147; 0149; 0151

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2052-01-9 Synthesis