8-acetyl-2,2-difluoro-4-{[3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]methyl}-2H-1,4-benzoxazin-3(4H)-one

Base Information

Chemical Name:8-acetyl-2,2-difluoro-4-{[3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]methyl}-2H-1,4-benzoxazin-3(4H)-one
CAS No.:1268628-99-4
Molecular Formula:C₂₃H₂₄BF₂NO₅
Molecular Weight:443.255
Hs Code.:

Synonyms:8-acetyl-2,2-difluoro-4-{[3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]methyl}-2H-1,4-benzoxazin-3(4H)-one

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Chemical Property of 8-acetyl-2,2-difluoro-4-{[3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]methyl}-2H-1,4-benzoxazin-3(4H)-one

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Technology Process of 8-acetyl-2,2-difluoro-4-{[3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]methyl}-2H-1,4-benzoxazin-3(4H)-one

There total 6 articles about 8-acetyl-2,2-difluoro-4-{[3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]methyl}-2H-1,4-benzoxazin-3(4H)-one 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:

: 1268628-70-1
8-acetyl-4-[(3-bromophenyl)methyl]-2,2-difluoro-2H-1,4-benzoxazin-3(4H)-one

: 73183-34-3
bis(pinacol)diborane

: 1268628-99-4
8-acetyl-2,2-difluoro-4-{[3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]methyl}-2H-1,4-benzoxazin-3(4H)-one

Guidance literature:: With potassium carbonate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; In 1,4-dioxane; at 80 ℃; for 20h; Inert atmosphere;

Reference yield:

: 13073-25-1
2-bromo-6-nitro-phenol

: 1268628-99-4
8-acetyl-2,2-difluoro-4-{[3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]methyl}-2H-1,4-benzoxazin-3(4H)-one

Guidance literature:: Multi-step reaction with 6 steps

1.1: water; sodium dithionite / ethanol / 60 °C

2.1: triethylamine / ethyl acetate / 2 h / 90 °C / Inert atmosphere

3.1: potassium carbonate / N,N-dimethyl-formamide / 2 h / 50 °C

4.1: n-butyllithium / diethyl ether / -78 °C / Inert atmosphere

4.2: 1 h / -78 °C

4.3: pH 7

5.1: potassium carbonate / acetonitrile / 5 h / 20 °C

6.1: potassium carbonate / (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / 1,4-dioxane / 20 h / 80 °C / Inert atmosphere

With n-butyllithium; sodium dithionite; water; potassium carbonate; triethylamine; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; In 1,4-dioxane; diethyl ether; ethanol; ethyl acetate; N,N-dimethyl-formamide; acetonitrile;

Reference yield:

: 28165-50-6
2-amino-6-bromophenol

: 1268628-99-4
8-acetyl-2,2-difluoro-4-{[3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]methyl}-2H-1,4-benzoxazin-3(4H)-one

Guidance literature:: Multi-step reaction with 5 steps

1.1: triethylamine / ethyl acetate / 2 h / 90 °C / Inert atmosphere

2.1: potassium carbonate / N,N-dimethyl-formamide / 2 h / 50 °C

3.1: n-butyllithium / diethyl ether / -78 °C / Inert atmosphere

3.2: 1 h / -78 °C

3.3: pH 7

4.1: potassium carbonate / acetonitrile / 5 h / 20 °C

5.1: potassium carbonate / (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / 1,4-dioxane / 20 h / 80 °C / Inert atmosphere

With n-butyllithium; potassium carbonate; triethylamine; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; In 1,4-dioxane; diethyl ether; ethyl acetate; N,N-dimethyl-formamide; acetonitrile;