3-Phenyl-4,5,6,7-tetrahydro-2,1-benzisoxazole

Base Information

• Chemical Name: 3-Phenyl-4,5,6,7-tetrahydro-2,1-benzisoxazole
• CAS No.: 24097-27-6
• Molecular Formula: C13H13 N O
• Molecular Weight: 199.252
• NSC Number: 133087
• UNII: 7Y4UVR1GDJ
• DSSTox Substance ID: DTXSID90178823
• Nikkaji Number: J467.892C
• Wikidata: Q83049304
• ChEMBL ID: CHEMBL1457114
• Mol file: 24097-27-6.mol

Synonyms:3-Phenyl-4,5,6,7-tetrahydro-2,1-benzisoxazole;3-phenyl-4,5,6,7-tetrahydro-2,1-benzoxazole;24097-27-6;NSC133087;7Y4UVR1GDJ;NSC-133087;NSC 133087;UNII-7Y4UVR1GDJ;4,5,6,7-Tetrahydro-3-phenyl-2,1-benzisoxazole;MLS000541029;CHEMBL1457114;DTXSID90178823;HMS2338F15;MFCD02572003;AKOS005079143;NCGC00246578-01;SMR000126087;3-Phenyl-4,5,6,7-tetrahydro-benzo[c]isoxazole;11R-0216;2,1-Benzisoxazole, 4,5,6,7-tetrahydro-3-phenyl-

Chemical Property of 3-Phenyl-4,5,6,7-tetrahydro-2,1-benzisoxazole

Chemical Property:

• Vapor Pressure: 1.06E-05mmHg at 25°C
• Boiling Point: 382.1°C at 760 mmHg
• Flash Point: 166.7°C
• Density: 1.122g/cm³
• XLogP3: 3.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 199.099714038
• Heavy Atom Count: 15
• Complexity: 213

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1CCC2=NOC(=C2C1)C3=CC=CC=C3

Technology Process of 3-Phenyl-4,5,6,7-tetrahydro-2,1-benzisoxazole

There total 12 articles about 3-Phenyl-4,5,6,7-tetrahydro-2,1-benzisoxazole 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: 95.0%

2-Benzoylcyclohexanone (3580-38-9) → 5-phenyltetrahydrobenzo[c]isoxazole (24097-27-6)

Guidance literature:

With hydroxylamine-O-sulfonic acid; In methanol; Ambient temperature;

Reference yield: 85.0%

2-benzylidenecyclohexanone oxime (35235-98-4) → 5-phenyltetrahydrobenzo[c]isoxazole (24097-27-6)

Guidance literature:

With iodine; sodium hydrogencarbonate; potassium iodide; In tetrahydrofuran; for 8h; Heating;

Reference yield: 81.0%

benzoic acid methyl ester (93-58-3,5705-52-2,80226-58-0) + cyclohexanone-oxime (100-64-1) → 5-phenyltetrahydrobenzo[c]isoxazole (24097-27-6)

Guidance literature:

With n-butyllithium; In tetrahydrofuran; hexane; for 1h; Ambient temperature;

DOI:10.1055/s-1994-25620

upstream raw materials:

(2-hydroxyimino-cyclohexyl)-phenyl ketone

benzoic acid methyl ester

cyclohexanone-oxime

N,N-dimethylbenzamide

Downstream raw materials:

4,7-dibromo-3-phenyl-4,5,6,7-tetrahydro-benzo[c]isoxazole

Refernces

• 1、 Shigenobu, Masashi,Takenaka, Kazuhiro,Sasai, Hiroaki. "Palladium-Catalyzed Direct C-H Arylation of Isoxazoles at the 5-Position". supporting information. p. 9572 - 9576. Retrieved 2015/08/11.
• 2、 Alberola, Angel,Banez, J. Manuel,Calvo, Luis,Rodriguez, M. Teresa Rodriguez,Sanudo, M. Carmen. "Synthesis of 3-Substituted 5-Arylisoxazoles from α,β-Unsaturated Oximes". . p. 467 - 471. Retrieved 2007/10/02.