3-Hydroxy-3-phenyl-cyclobutanecarboxylic acid

Base Information

• Chemical Name: 3-Hydroxy-3-phenyl-cyclobutanecarboxylic acid
• CAS No.: 23761-26-4
• Molecular Formula: C11H12O3
• Molecular Weight: 192.214
• Hs Code.: 2918199090
• Mol file: 23761-26-4.mol

Synonyms:3-Hydroxy-3-phenyl-cyclobutanecarboxylic acid;3-hydroxy-3-phenylcyclobutane-1-carboxylic acid

Chemical Property of 3-Hydroxy-3-phenyl-cyclobutanecarboxylic acid

Chemical Property:

• PSA: 57.53000
• LogP: 1.36880

Purity/Quality:

99% ^*data from raw suppliers

3-Hydroxy-3-phenylcyclobutanecarboxylicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 3-Hydroxy-3-phenyl-cyclobutanecarboxylic acid

There total 4 articles about 3-Hydroxy-3-phenyl-cyclobutanecarboxylic acid which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 100.0%

3-oxocyclobutanecarboxylic acid (23761-23-1) + phenylmagnesium bromide (100-58-3) → 3-phenyl-3-hydroxycyclobutane-1-carboxylic acid (23761-26-4)

Guidance literature:

In tetrahydrofuran; at 20 ℃; for 6h; Inert atmosphere;

Reference yield: 98.0%

3-oxocyclobutanecarboxylic acid (23761-23-1) → 3-phenyl-3-hydroxycyclobutane-1-carboxylic acid (23761-26-4)

Guidance literature:

In tetrahydrofuran; at 20 ℃; for 6h; Inert atmosphere;

DOI:10.1021/acs.joc.9b01947

Reference yield: 68.0%

bromobenzene (108-86-1,52753-63-6) + 3-oxocyclobutanecarboxylic acid (23761-23-1) → 3-phenyl-3-hydroxycyclobutane-1-carboxylic acid (23761-26-4)

Guidance literature:

bromobenzene; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 1h; Inert atmosphere; Schlenk technique;

3-oxocyclobutanecarboxylic acid; In tetrahydrofuran; hexane; at -78 - 20 ℃; for 0.5h; Inert atmosphere; Schlenk technique;

DOI:10.1002/cjoc.202000319

upstream raw materials:

bromobenzene

3-oxocyclobutanecarboxylic acid

phenylmagnesium bromide

Downstream raw materials:

methyl 3-chloro-3-phenylcyclobutane-1-carboxylate

methyl 3-phenylcyclobutane-1-carboxylate

3-phenylcyclobutane-1-carboxylic acid

1-(hydroxymethyl)-3-phenylcyclobutane

Refernces

• 1、 Ban, Kazuho,Miki, Yuya,Sajiki, Hironao,Sawama, Yoshinari,Tomita, Naohito. "Synthesis of 1-Pyrroline by Denitrogenative Ring Expansion of Cyclobutyl Azides under Thermal Conditions". supporting information. p. 3481 - 3484. Retrieved 2021/06/17.
• 2、 Bychek, Roman M.,Hutskalova, Valeriia,Bas, Yuliya P.,Zaporozhets, Olga A.,Zozulya, Sergey,Levterov, Vadym V.,Mykhailiuk, Pavel K.. "Difluoro-Substituted Bicyclo[1.1.1]pentanes for Medicinal Chemistry: Design, Synthesis, and Characterization". . p. 15106 - 15117. Retrieved 2019/10/17.