3-Chloromethyl-5-phenylisoxazoline

Base Information

• Chemical Name: 3-Chloromethyl-5-phenylisoxazoline
• CAS No.: 80061-95-6
• Molecular Formula: C10H10ClNO
• Molecular Weight: 195.648
• European Community (EC) Number: 860-176-7
• Nikkaji Number: J1.811.320A
• Mol file: 80061-95-6.mol

Synonyms:3-chloromethyl-5-phenylisoxazoline;80061-95-6;3-(chloromethyl)-5-phenyl-4,5-dihydro-1,2-oxazole;3-(chloromethyl)-5-phenyl-4,5-dihydroisoxazole;SCHEMBL5997185;NFPOZCYAWVJLAF-UHFFFAOYSA-N;3-chloromethyl-5-phenyl-4,5-dihydroisoxazole;EN300-8131718

Chemical Property of 3-Chloromethyl-5-phenylisoxazoline

Chemical Property:

• XLogP3: 2.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 195.0450916
• Heavy Atom Count: 13
• Complexity: 199

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1C(ON=C1CCl)C2=CC=CC=C2

Technology Process of 3-Chloromethyl-5-phenylisoxazoline

There total 8 articles about 3-Chloromethyl-5-phenylisoxazoline 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: 69.0%

(±)-O-(1-phenylbut-3-enyl)hydroxylamine (484068-19-1) → 3-chloromethyl-5-phenylisoxazoline (80061-95-6)

Guidance literature:

With tert-butylhypochlorite; In dichloromethane; at 20 ℃; for 24h;

DOI:10.1055/s-2002-34385

Reference yield: 55.0%

N-[(1-phenylbut-3-enyl)oxy]acetamide (503001-32-9) → 3-chloromethyl-5-phenylisoxazoline (80061-95-6)

Guidance literature:

With tert-butylhypochlorite; In dichloromethane; at 20 ℃; for 24h;

DOI:10.1055/s-2002-34385

Reference yield:

1-Phenyl-3-buten-1-ol (80735-94-0,936-58-3) → 3-chloromethyl-5-phenylisoxazoline (80061-95-6)

Guidance literature:

Multi-step reaction with 4 steps

1: Ph₃P; DIAD / tetrahydrofuran / 4 h / 20 °C

2: N₂H₄*H₂O / tetrahydrofuran / 0.5 h / 20 °C

3: 92 percent / Et₃N / tetrahydrofuran / 0.5 h / 0 °C

4: 55 percent / tBuOCl / CH₂Cl₂ / 24 h / 20 °C

With tert-butylhypochlorite; di-isopropyl azodicarboxylate; hydrazine hydrate; triethylamine; triphenylphosphine; In tetrahydrofuran; dichloromethane; 1: Mitsunobu reaction;

DOI:10.1055/s-2002-34385

upstream raw materials:

4,5-dihydro-3-(hydroxymethyl)-5-phenylisoxazole

(±)-O-(1-phenylbut-3-enyl)hydroxylamine

N-[(1-phenylbut-3-enyl)oxy]acetamide

1-Phenyl-3-buten-1-ol

Downstream raw materials:

C-(5-phenyl-4,5-dihydro-isoxazol-3-yl)-methylamine