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ChemicalBook CAS DataBase List 3-HYDROXYCYCLOBUTANECARBOXYLIC ACID

3-HYDROXYCYCLOBUTANECARBOXYLIC ACID synthesis

2synthesis methods
-

Yield: 81%

Reaction Conditions:

with lithium hydroxide monohydrate in tetrahydrofuran;water at 20;

Steps:

3 Example 3
Preparation of cis-3-Hydroxycyclobutylcarboxylic Acid
Methyl cis-3-hydroxycyclobutylcarboxylate prepared in Example 1 (273.3 g, 2.1 mol, 1 eq.) was dissolvedIn H2O/THF (1L/1.5L),Lithium hydroxide monohydrate (218.2 g, 5.2 mol, 2.5 eq.) was then added.Stir overnight at room temperatureWhen the reaction is complete, remove THF.Adjust pH = 4 ~ 5,Then the mixture was extracted with a 4:1 volume ratio of chloroform/isopropanol.Combine the organic phase,Dry and concentrate to get crude product.The crude product was beaten with ethyl acetate/n-heptane,An off-white solid (197.4 g, 1.7 mol) was obtained,For the final product,Yield 81%,97% purity

References:

Shanghai Bilude Pharmaceutical Technology Co., Ltd.;Mi Taoran;Fan Jianjian;Xiong Shichuan;Wu Xunwei CN107903161, 2018, A Location in patent:Paragraph 0033; 0034

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