3-(4-METHYLPHENYL)-5(4H)-ISOXAZOLONE

Base Information

• Chemical Name: 3-(4-METHYLPHENYL)-5(4H)-ISOXAZOLONE
• CAS No.: 25755-82-2
• Molecular Formula: C10H9 N O2
• Molecular Weight: 175.187
• Hs Code.: 2934999090
• Mol file: 25755-82-2.mol

Synonyms:2-Isoxazolin-5-one,3-p-tolyl- (8CI); 3-(4-Methylphenyl)-2-isoxazolin-5-one;3-(p-Tolyl)-2-isoxazolin-5-one; 3-p-Tolyl-5-isoxazolone;4,5-Dihydro-3-(4-methylphenyl)-5-isoxazolone

Chemical Property of 3-(4-METHYLPHENYL)-5(4H)-ISOXAZOLONE

Chemical Property:

• PSA: 38.66000
• LogP: 1.08160

Purity/Quality:

99%min ^*data from raw suppliers

3-(4-METHYLPHENYL)-5-(4H)-ISOXAZOLONE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 3-(4-METHYLPHENYL)-5(4H)-ISOXAZOLONE

There total 11 articles about 3-(4-METHYLPHENYL)-5(4H)-ISOXAZOLONE 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: 67.0%

ethyl bromoacetate (105-36-2) + para-methylbenzonitrile (104-85-8) → 3-(4-methylphenyl)isoxazol-5(4H)-one (25755-82-2)

Guidance literature:

ethyl bromoacetate; para-methylbenzonitrile; In tetrahydrofuran; at 60 - 120 ℃; for 0.166667h; Flow reactor; Green chemistry;

With hydroxylamine; In ethanol; at 60 ℃; for 1h; Green chemistry;

DOI:10.1039/c6gc02619b

Reference yield: 64.0%

(Z)-3-amino-3-p-tolylacrylic acid ethyl ester (441285-82-1) → 3-(4-methylphenyl)isoxazol-5(4H)-one (25755-82-2)

Guidance literature:

With hydroxylamine hydrochloride; In dichloromethane; for 20h; Heating;

DOI:10.1002/jhet.5570360229

Reference yield:

carbon dioxide (124-38-9,18923-20-1) + 4-methylacethophenone oxime (2089-33-0) → 3-(4-methylphenyl)isoxazol-5(4H)-one (25755-82-2)

Guidance literature:

Multistep reaction; (i) nBuLi, THF, (ii) /BRN= 1900390/, aq. HCl;

DOI:10.1039/j39710000974

upstream raw materials:

(3-p-tolyl-isoxazol-5-yl)-boronic acid

ethyl (4-methylbenzoyl)acetate

carbon dioxide

4-methylacethophenone oxime

Refernces

• 1、 Zhu, Yi-Ming,Zhang, Wan,Li, Hongkun,Xu, Xiao-Ping,Ji, Shun-Jun. "Palladium Catalyzed Ring Expansion Reaction of Isoxazolones with Isocyanides: Synthesis of 1,3-Oxazin-6-One Derivatives". . p. 808 - 818. Retrieved 2020/12/03.
• 2、 Liang, Hong-Wen,Yang, Zhen,Jiang, Kun,Ye, Ying,Wei, Ye. "Atom-Economic Silver-Catalyzed Difunctionalization of the Isocyano Group with Cyclic Oximes: Towards Pyrimidinediones". supporting information. p. 5720 - 5724. Retrieved 2018/04/25.