cycloheptanone O-(4-(2-(2,6-difluorophenyl)-4,5-dihydrooxazol-4-yl)benzyl) oxime

Base Information

• Chemical Name: cycloheptanone O-(4-(2-(2,6-difluorophenyl)-4,5-dihydrooxazol-4-yl)benzyl) oxime
• CAS No.: 1586758-94-2
• Molecular Formula: C₂₃H₂₄F₂N₂O₂
• Molecular Weight: 398.453
• Mol file: 1586758-94-2.mol

Synonyms:cycloheptanone O-(4-(2-(2,6-difluorophenyl)-4,5-dihydrooxazol-4-yl)benzyl) oxime

Chemical Property of cycloheptanone O-(4-(2-(2,6-difluorophenyl)-4,5-dihydrooxazol-4-yl)benzyl) oxime

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of cycloheptanone O-(4-(2-(2,6-difluorophenyl)-4,5-dihydrooxazol-4-yl)benzyl) oxime

There total 7 articles about cycloheptanone O-(4-(2-(2,6-difluorophenyl)-4,5-dihydrooxazol-4-yl)benzyl) oxime 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: 46.0%

cycloheptanone oxime (2158-31-8) + N-(1-(4-(bromomethyl)phenyl)-2-chloroethyl)-2,6-difluorobenzamide (1586758-91-9) → cycloheptanone O-(4-(2-(2,6-difluorophenyl)-4,5-dihydrooxazol-4-yl)benzyl) oxime (1586758-94-2)

Guidance literature:

cycloheptanone oxime; With sodium hydride; In N,N-dimethyl-formamide; for 0.666667h;

N-(1-(4-(bromomethyl)phenyl)-2-chloroethyl)-2,6-difluorobenzamide; In N,N-dimethyl-formamide; at 0 ℃;

DOI:10.1021/jf500461a DOI:10.1021/jf500461a

Reference yield:

ethyl 2-p-tolyl-2-oxoacetate (5524-56-1) → cycloheptanone O-(4-(2-(2,6-difluorophenyl)-4,5-dihydrooxazol-4-yl)benzyl) oxime (1586758-94-2)

Guidance literature:

Multi-step reaction with 6 steps

1.1: hydroxylamine hydrochloride / ethanol / 8 h / Reflux

2.1: sodium tetrahydroborate; iodine / tetrahydrofuran / 11.5 h / 0 °C / Reflux

2.2: 5 h / Reflux

3.1: triethylamine / tetrahydrofuran / 7.5 h / 0 - 20 °C

4.1: thionyl chloride / chloroform / 2.83 h / Reflux

5.1: potassium bromide; potassium bromate; hydrogenchloride / dichloromethane; water / 0 °C

6.1: sodium hydride / N,N-dimethyl-formamide / 0.67 h

6.2: 0 °C

With potassium bromate; hydrogenchloride; sodium tetrahydroborate; thionyl chloride; hydroxylamine hydrochloride; iodine; sodium hydride; triethylamine; potassium bromide; In tetrahydrofuran; ethanol; dichloromethane; chloroform; water; N,N-dimethyl-formamide;

DOI:10.1021/jf500461a

Reference yield:

toluene (108-88-3,15644-74-3,16713-13-6) → cycloheptanone O-(4-(2-(2,6-difluorophenyl)-4,5-dihydrooxazol-4-yl)benzyl) oxime (1586758-94-2)

Guidance literature:

Multi-step reaction with 7 steps

1.1: aluminum (III) chloride / dichloromethane / 7 h / -10 - 20 °C

2.1: hydroxylamine hydrochloride / ethanol / 8 h / Reflux

3.1: sodium tetrahydroborate; iodine / tetrahydrofuran / 11.5 h / 0 °C / Reflux

3.2: 5 h / Reflux

4.1: triethylamine / tetrahydrofuran / 7.5 h / 0 - 20 °C

5.1: thionyl chloride / chloroform / 2.83 h / Reflux

6.1: potassium bromide; potassium bromate; hydrogenchloride / dichloromethane; water / 0 °C

7.1: sodium hydride / N,N-dimethyl-formamide / 0.67 h

7.2: 0 °C

With potassium bromate; hydrogenchloride; aluminum (III) chloride; sodium tetrahydroborate; thionyl chloride; hydroxylamine hydrochloride; iodine; sodium hydride; triethylamine; potassium bromide; In tetrahydrofuran; ethanol; dichloromethane; chloroform; water; N,N-dimethyl-formamide; 1.1: |Friedel-Crafts Acylation;

DOI:10.1021/jf500461a

upstream raw materials:

toluene

ethyl 2-p-tolyl-2-oxoacetate

ethyl 2-(hydroxyimino)-2-(p-tolyl)acetate

cycloheptanone oxime