2-(4-(1,1-difluoroethyl)phenyl)-4,4,5,5-tetraMethyl-1,3,2-dioxaborolane

Base Information

• Chemical Name: 2-(4-(1,1-difluoroethyl)phenyl)-4,4,5,5-tetraMethyl-1,3,2-dioxaborolane
• CAS No.: 1000994-94-4
• Molecular Formula: C8H10N2O
• Molecular Weight: 268.111
• Mol file: 1000994-94-4.mol

Synonyms:1,2,3,4-Tetrahydro-6H-pyrido[1,2-a]pyrimidin-6-one;

Chemical Property of 2-(4-(1,1-difluoroethyl)phenyl)-4,4,5,5-tetraMethyl-1,3,2-dioxaborolane

Chemical Property:

• PSA: 18.46000
• LogP: 3.09750
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C

Purity/Quality:

99% ^*data from raw suppliers

2-[4-(1,1-Difluoroethyl)phenyl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Uses: 1,3,2-Dioxaborolane, 2-[4-(1,1-difluoroethyl)phenyl]-4,4,5,5-tetramethyl-

Technology Process of 2-(4-(1,1-difluoroethyl)phenyl)-4,4,5,5-tetraMethyl-1,3,2-dioxaborolane

There total 3 articles about 2-(4-(1,1-difluoroethyl)phenyl)-4,4,5,5-tetraMethyl-1,3,2-dioxaborolane 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: 78.0%

1-bromo-4-(1,1-difluoroethyl)-benzene (1000994-95-5) + bis(pinacol)diborane (73183-34-3) → 2-(4-(1,1-difluoroethyl)phenyl)- 4,4,5,5-tetramethyl-1,3,2-dioxaborolane (1000994-94-4)

Guidance literature:

With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium acetate; In 1,4-dioxane; at 95 ℃; for 12h; Inert atmosphere;

DOI:10.1021/acs.joc.1c01518

Reference yield:

para-bromoacetophenone (99-90-1) → 2-(4-(1,1-difluoroethyl)phenyl)- 4,4,5,5-tetramethyl-1,3,2-dioxaborolane (1000994-94-4)

Guidance literature:

Multi-step reaction with 2 steps

1: hydrogen fluoride; sulfur tetrafluoride / 4 h / 20 °C / Autoclave

2: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium acetate / 1,4-dioxane / 12 h / 95 °C / Inert atmosphere

With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; sulfur tetrafluoride; hydrogen fluoride; potassium acetate; In 1,4-dioxane;

DOI:10.1021/acs.joc.1c01518

Reference yield:

→ 2-(4-(1,1-difluoroethyl)phenyl)- 4,4,5,5-tetramethyl-1,3,2-dioxaborolane (1000994-94-4)

Guidance literature:

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate; In 1,4-dioxane; at 100 ℃; for 2h; Inert atmosphere; Microwave irradiation;

upstream raw materials:

1-bromo-4-(1,1-difluoroethyl)-benzene

bis(pinacol)diborane

para-bromoacetophenone

Refernces

• 1、 -. "KINASE ANTAGONISTS AND METHODS FOR MAKING AND USING THEM". Page/Page column 127. . Retrieved 2020/02/19.
• 2、 -. "METALLOENZYME INHIBITOR COMPOUNDS AS FUNGICIDES". Paragraph 00197; 00213. . Retrieved 2015/11/09.