1-(5-Phenylisoxazol-3-yl)ethan-1-ol

Base Information

• Chemical Name: 1-(5-Phenylisoxazol-3-yl)ethan-1-ol
• CAS No.: 94815-31-3
• Molecular Formula: C11H11NO2
• Molecular Weight: 189.214
• DSSTox Substance ID: DTXSID401288354
• Mol file: 94815-31-3.mol

Synonyms:94815-31-3;1-(5-Phenylisoxazol-3-yl)ethan-1-ol;SCHEMBL4050309;DTXSID401288354;alpha-Methyl-5-phenyl-3-isoxazolemethanol

Chemical Property of 1-(5-Phenylisoxazol-3-yl)ethan-1-ol

Chemical Property:

• XLogP3: 1.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 189.078978594
• Heavy Atom Count: 14
• Complexity: 180

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(C1=NOC(=C1)C2=CC=CC=C2)O

Technology Process of 1-(5-Phenylisoxazol-3-yl)ethan-1-ol

There total 2 articles about 1-(5-Phenylisoxazol-3-yl)ethan-1-ol 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:

methyl magnesium iodide (917-64-6) + 5-(3-Iodophenyl)isoxazole-3-carbaldehyde (925940-91-6) → 1-[5-(3-Iodo-phenyl)-isoxazol-3-yl]-ethanol (925940-92-7) + 3-(1-hydroxyethyl)-5-phenylisoxazole (94815-31-3)

Guidance literature:

methyl magnesium iodide; 5-(3-Iodophenyl)isoxazole-3-carbaldehyde; In tetrahydrofuran; diethyl ether; at 0 ℃; for 1h;

With water; ammonium chloride; In tetrahydrofuran; diethyl ether;

Reference yield:

ethyl 5-phenylisoxazole-3-carboxylate (7063-99-2) → 3-(1-hydroxyethyl)-5-phenylisoxazole (94815-31-3)

Guidance literature:

Multi-step reaction with 2 steps

1: Et₃N

2: NaBH₄

With sodium tetrahydroborate; triethylamine;

DOI:10.1016/S0040-4039(01)81426-X

Reference yield: 93.0%

3-(1-hydroxyethyl)-5-phenylisoxazole (94815-31-3) → 2-penten-1-one-3-amino-4-hydroxy-1-phenyl (95013-69-7)

Guidance literature:

With hydrogen; platinum(IV) oxide; nickel; In ethanol; under 760 Torr; Ambient temperature;

DOI:10.1016/S0040-4020(01)89949-X

upstream raw materials:

ethyl 5-phenylisoxazole-3-carboxylate

methyl magnesium iodide

5-(3-Iodophenyl)isoxazole-3-carbaldehyde

Downstream raw materials:

2-penten-1-one-3-amino-4-hydroxy-1-phenyl

3-[1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-5-(3-iodo-phenyl)-isoxazole

2-methyl-5-phenyl-3(2H)-furanone

2-Methyl-5-phenyl-furan-3-one