3-(Chloromethyl)-5-(4-fluorophenyl)isoxazole

Base Information

• Chemical Name: 3-(Chloromethyl)-5-(4-fluorophenyl)isoxazole
• CAS No.: 928796-33-2
• Molecular Formula: C₁₀H₇ClFNO
• Molecular Weight: 211.623
• DSSTox Substance ID: DTXSID60586431
• Wikidata: Q82478565
• Mol file: 928796-33-2.mol

Synonyms:3-(CHLOROMETHYL)-5-(4-FLUOROPHENYL)ISOXAZOLE;928796-33-2;3-(chloromethyl)-5-(4-fluorophenyl)-1,2-oxazole;SCHEMBL2427499;DTXSID60586431;KVYCDHSYAUCYNW-UHFFFAOYSA-N;AKOS000314461;MCULE-9779178892;EN300-234989;F2161-0038

Chemical Property of 3-(Chloromethyl)-5-(4-fluorophenyl)isoxazole

Chemical Property:

• PSA: 26.03000
• LogP: 3.21950
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 211.0200197
• Heavy Atom Count: 14
• Complexity: 185

Purity/Quality:

99% ^*data from raw suppliers

3-(chloromethyl)-5-(4-fluorophenyl)isoxazole ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1C2=CC(=NO2)CCl)F

Technology Process of 3-(Chloromethyl)-5-(4-fluorophenyl)isoxazole

There total 6 articles about 3-(Chloromethyl)-5-(4-fluorophenyl)isoxazole 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:

[5-(4-fluoro-phenyl)-isoxazol-3-yl]-methanol (640291-97-0) → C10H7ClFNO (928796-33-2)

Guidance literature:

With thionyl chloride; In dichloromethane; for 2h; Reflux;

DOI:10.1016/j.bmcl.2015.09.072

Reference yield:

methyl 5-(4-fluorophenyl)isoxazole-3-carboxylate (517870-16-5) → C10H7ClFNO (928796-33-2)

Guidance literature:

Multi-step reaction with 2 steps

1: lithium aluminium tetrahydride / tetrahydrofuran

2: N,N-dimethyl-formamide; thionyl chloride / dichloromethane / 8 h / 45 °C

With lithium aluminium tetrahydride; thionyl chloride; N,N-dimethyl-formamide; In tetrahydrofuran; dichloromethane;

DOI:10.3390/molecules21121722

Reference yield:

1-(4-fluorophenyl)ethanone (403-42-9) → C10H7ClFNO (928796-33-2)

Guidance literature:

Multi-step reaction with 4 steps

1: sodium methylate / methanol / 60 °C

2: hydroxylamine hydrochloride / methanol / 60 °C

3: lithium aluminium tetrahydride / tetrahydrofuran / 0 °C

4: thionyl chloride; N,N-dimethyl-formamide / dichloromethane / 0 °C

With lithium aluminium tetrahydride; thionyl chloride; hydroxylamine hydrochloride; sodium methylate; N,N-dimethyl-formamide; In tetrahydrofuran; methanol; dichloromethane;

DOI:10.3390/molecules22122000

upstream raw materials:

[5-(4-fluoro-phenyl)-isoxazol-3-yl]-methanol

ethyl 5-(4-fluorophenyl)isoxazole-3-carboxylate

1-ethynyl-4-fluorobenzene

methyl 5-(4-fluorophenyl)isoxazole-3-carboxylate