3-Methyl-4,5,6,7-tetrahydro-1,2-benzoxazole

Base Information

• Chemical Name: 3-Methyl-4,5,6,7-tetrahydro-1,2-benzoxazole
• CAS No.: 24010-93-3
• Molecular Formula: C₈H₁₁NO
• Molecular Weight: 137.181
• NSC Number: 195329
• DSSTox Substance ID: DTXSID70307851
• Wikidata: Q82055429
• Mol file: 24010-93-3.mol

Synonyms:24010-93-3;3-methyl-4,5,6,7-tetrahydro-1,2-benzoxazole;NSC195329;SCHEMBL12094403;DTXSID70307851;AKOS006286458;NSC-195329

Chemical Property of 3-Methyl-4,5,6,7-tetrahydro-1,2-benzoxazole

Chemical Property:

• Vapor Pressure: 0.0529mmHg at 25°C
• Boiling Point: 242.4°Cat760mmHg
• Flash Point: 95°C
• Density: 1.067g/cm³
• XLogP3: 2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 137.084063974
• Heavy Atom Count: 10
• Complexity: 126

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=NOC2=C1CCCC2

Technology Process of 3-Methyl-4,5,6,7-tetrahydro-1,2-benzoxazole

There total 9 articles about 3-Methyl-4,5,6,7-tetrahydro-1,2-benzoxazole 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: 35.0%

ethyl acrylate (140-88-5,9003-32-1) + 1-(cyclohex-1-en-1-yl)ethanone oxime (23042-98-0) → 3-methyl-4,5,6,7-tetrahydro-1,2-benzisoxazole (24010-93-3)

Guidance literature:

With dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer; silver(I) acetate; In 2,2,2-trifluoroethanol; at 74 ℃; for 14h; regioselective reaction; Inert atmosphere;

DOI:10.1021/ja3104389

Reference yield: 35.0%

C10H15NO2 (1416255-14-5) + ethyl acrylate (140-88-5,9003-32-1) → 3-methyl-4,5,6,7-tetrahydro-1,2-benzisoxazole (24010-93-3)

Guidance literature:

With dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer; silver(I) acetate; In 2,2,2-trifluoroethanol; at 74 ℃; for 14h; regioselective reaction; Inert atmosphere;

DOI:10.1021/ja3104389

Reference yield:

1-(1,4-dioxa-spiro[4.5]dec-6-yl)-ethanone oxime (57091-33-5) → 3-methyl-4,5,6,7-tetrahydro-1,2-benzisoxazole (24010-93-3)

Guidance literature:

With hydrogenchloride; In ethanol;

DOI:10.1021/jo00863a003

upstream raw materials:

1-(1,4-dioxa-spiro[4.5]dec-6-yl)-ethanone oxime

2-acetylcyclohexanone

Triphenyl(4,5,6,7-tetrahydro-3-methyl-7-benzisoxazolyl)phosphonium-chlorid

1-<2-Methoxy-3-(triphenylphosphoranyliden)-1-cyclohexen-1-yl>ethanon

Downstream raw materials:

2-Methyl-4,5,6,7-tetrahydro-benzoxazol

Refernces

• 1、 Martins, Marcos A. P.,Flores, Alex F. C.,Freitag, Rogerio,Zanatta, Nilo. "Haloacetylated Enol Ethers: 3. Synthesis of 3,3a,4,5,6,7-Hexahydro-3-halomethylbenzoisoxazoles". . p. 731 - 734. Retrieved 2007/10/02.
• 2、 Oehler, Elisabeth,Zbiral, Erich. "Reactions with Organophosphorus Compounds, XLVI. Reactivity Umpolung of 1,3-Dioxo Compounds through Introduction of a Triphenylphosphonio Group. - Regioselective Syntheses of Isoxazoles and Pyrazoles from (2,4-Dioxoalkyl)triphenylphosphonium Salts". . p. 2852 - 2867. Retrieved 2007/10/02.