5-FLUORO-3-METHYLBENZODISOXAZOLE

Base Information

• Chemical Name: 5-FLUORO-3-METHYLBENZODISOXAZOLE
• CAS No.: 1260762-27-3
• Molecular Formula: C8H6FNO
• Molecular Weight: 151.1377432
• Mol file: 1260762-27-3.mol

Synonyms:5-FLUORO-3-METHYLBENZODISOXAZOLE;1,2-BENZISOXAZOLE, 5-FLUORO-3-METHYL-

Chemical Property of 5-FLUORO-3-METHYLBENZODISOXAZOLE

Chemical Property:

• PSA: 26.03000
• LogP: 2.27530
• Storage Temp.: 2-8°C

Purity/Quality:

98%min ^*data from raw suppliers

5-Fluoro-3-methylbenzo[d]isoxazole 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 5-FLUORO-3-METHYLBENZODISOXAZOLE

There total 4 articles about 5-FLUORO-3-METHYLBENZODISOXAZOLE 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: 92.0%

1-(5-fluoro-2-hydroxyphenyl)ethan-1-one oxime → 5-fluoro-3-methylbenzo[d]isoxazole (1260762-27-3)

Guidance literature:

With sodium acetate; acetic anhydride; In N,N-dimethyl-formamide; at 25 - 136 ℃; for 12h;

Reference yield: 33.0%

(E)-1-(5-fluoro-2-hydroxyphenyl)ethan-1-one oxime → 5-fluoro-3-methylbenzo[d]isoxazole (1260762-27-3)

Guidance literature:

With triphenylphosphine; In tetrahydrofuran; at 0 ℃; for 0.5h;

DOI:10.1021/jacs.7b03131

Reference yield:

4-Fluorophenol (371-41-5) → 5-fluoro-3-methylbenzo[d]isoxazole (1260762-27-3)

Guidance literature:

Multi-step reaction with 3 steps

1: aluminum (III) chloride / 2 h / 130 °C

2: hydroxylamine hydrochloride; sodium acetate / methanol / 4 h / 78 °C

3: sodium acetate; acetic anhydride / N,N-dimethyl-formamide / 12 h / 136 °C

With aluminum (III) chloride; hydroxylamine hydrochloride; sodium acetate; acetic anhydride; In methanol; N,N-dimethyl-formamide;

upstream raw materials:

4-Fluorophenol

1-(5-fluoro-2-hydroxyphenyl)ethan-1-one

Downstream raw materials:

benzyl (R)-(1-(5-fluoro-2-hydroxyphenyl)ethyl)carbamate

Refernces

• 1、 -. "Isoxazoline derivative and application thereof in agriculture". Paragraph 0490; 0498-0500. . Retrieved 2019/04/17.
• 2、 Taylor, Nicholas J.,Emer, Enrico,Preshlock, Sean,Schedler, Michael,Tredwell, Matthew,Verhoog, Stefan,Mercier, Joel,Genicot, Christophe,Gouverneur, Véronique. "Derisking the Cu-Mediated 18F-Fluorination of Heterocyclic Positron Emission Tomography Radioligands". supporting information. p. 8267 - 8276. Retrieved 2017/06/27.