Welcome to chemicalbook!
Chinese English Japanese Germany Korea
010-86108875
Try our best to find the right business for you.
Do not miss inquiry messages Please log in to view all inquiry messages.

Welcome back!

ChemicalBook CAS DataBase List 3-HYDROXYCYCLOBUTANECARBOXYLIC ACID
194788-10-8

3-HYDROXYCYCLOBUTANECARBOXYLIC ACID synthesis

2synthesis methods
Cyclobutanecarboxylic acid, 3-hydroxy-, methyl ester

4934-99-0

3-HYDROXYCYCLOBUTANECARBOXYLIC ACID

194788-10-8

General procedure for the synthesis of 3-hydroxycyclobutanecarboxylic acid from methyl 3-hydroxycyclobutanecarboxylate: cis-3-hydroxycyclobutanecarboxylic acid methyl ester (273.3 g, 2.1 mol, 1 eq.) was dissolved in a mixed solvent of H2O/THF (1 L/1.5 L), followed by addition of lithium hydroxide monohydrate (218.2 g, 5.2 mol, 2.5 eq.). The reaction mixture was stirred at room temperature overnight. Upon completion of the reaction, THF was removed by distillation under reduced pressure. the pH of the reaction solution was adjusted to 4~5 with dilute hydrochloric acid, and then extracted with a chloroform/isopropanol solvent mixture in the ratio of 4:1 by volume. The organic phases were combined, dried with anhydrous sodium sulfate and concentrated under reduced pressure to give the crude product. The crude product was purified by ethyl acetate/n-heptane mixed solvent pulping to afford 3-hydroxycyclobutanecarboxylic acid (197.4 g, 1.7 mol) in off-white solid form with 81% yield and 97% purity.

-

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

3-HYDROXYCYCLOBUTANECARBOXYLIC ACID Related Search: