3-hydroxy-2-methyl-3-phenyl-1-isoindolinone

Base Information

• Chemical Name: 3-hydroxy-2-methyl-3-phenyl-1-isoindolinone
• CAS No.: 26597-63-7
• Molecular Formula: C₁₅H₁₃NO₂
• Molecular Weight: 239.274
• Mol file: 26597-63-7.mol

Synonyms:3-hydroxy-2-methyl-3-phenyl-2,3-dihydro-isoindol-1-one

Chemical Property of 3-hydroxy-2-methyl-3-phenyl-1-isoindolinone

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-hydroxy-2-methyl-3-phenyl-1-isoindolinone

There total 25 articles about 3-hydroxy-2-methyl-3-phenyl-1-isoindolinone 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%

N-methylphthalimide (550-44-7) + phenylmagnesium bromide (100-58-3) → 3-hydroxy-2-methyl-3-phenyl-2,3-dihydro-isoindol-1-one (26597-63-7)

Guidance literature:

N-methylphthalimide; phenylmagnesium bromide; In tetrahydrofuran; diethyl ether; at 20 ℃; for 3h; Inert atmosphere;

With water; In tetrahydrofuran; diethyl ether;

DOI:10.1039/c1cc15843k

Reference yield: 93.0%

N-benzyl-2-fluoro-N-methylbenzamide (330469-18-6) → 3-hydroxy-2-methyl-3-phenyl-2,3-dihydro-isoindol-1-one (26597-63-7)

Guidance literature:

With potassium tert-butylate; In dimethyl sulfoxide; at 100 ℃; for 2h; regiospecific reaction; Green chemistry;

DOI:10.1021/acs.orglett.7b02442

Reference yield: 81.0%

2-methylisoindolin-1-one (5342-91-6) + bromobenzene (108-86-1,52753-63-6) → 3-hydroxy-2-methyl-3-phenyl-2,3-dihydro-isoindol-1-one (26597-63-7)

Guidance literature:

2-methylisoindolin-1-one; With palladium diacetate; sodium hexamethyldisilazane; nixantphos; In 1,4-dioxane; at 20 ℃; for 0.0833333h; Inert atmosphere; Sealed tube;

bromobenzene; In 1,4-dioxane; at 50 ℃; for 4h;

In 1,4-dioxane; at 20 ℃; for 2h;

DOI:10.1002/adsc.201600654

upstream raw materials:

N-methylphthalimide

diethyl ether

phenyllithium

1-phenyl-2-methyl-1,4-dihydro-3(2H)-isoquinolinone

Downstream raw materials:

2-Methyl-1-phenylisoindoline

2-Methyl-3-phenyl-2,3-dihydro-isoindole-1-thione

2-Benzoylbenzoic acid

2-methyl-1-(4-methylphenyl)-3-phenyisoindole

Refernces

• 1、 Kavala, Veerababurao,Wang, Chen-Yu,Wang, Cheng-Chuan,Patil, Prakash Bhimrao,Fang, ChiaChi,Kuo, Chun-Wei,Yao, Ching-Fa. "Copper-catalysed synthesis of 3-hydroxyisoindolin-1-ones from benzylcyanide 2-iodobenzamides". . p. 988 - 998. Retrieved 2020/02/15.
• 2、 Shen, Jinhai,You, Qihua,Fu, Qi,Kuai, Changsheng,Huang, Huabin,Zhao, Li,Zhuang, Zhixia. "Base-promoted cascade C-C coupling/N-α-sp3C-H hydroxylation for the regiospecific synthesis of 3-hydroxyisoindolinones". supporting information. p. 5170 - 5173. Retrieved 2017/11/06.