2H-1,4-Benzoxazine, 3,4-dihydro-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-

Base Information

• Chemical Name: 2H-1,4-Benzoxazine, 3,4-dihydro-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-
• CAS No.: 1155264-46-2
• Molecular Formula: C14H20BNO3
• Molecular Weight: 261.129
• Hs Code.: 2934999090
• Mol file: 1155264-46-2.mol

Synonyms:2H-1,4-Benzoxazine, 3,4-dihydro-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-;3,4-Dihydro-6-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)-2H-benzo[b][1,4]oxazine;6-(tetraMethyl-1,3,2-dioxaborolan-2-yl)-3,4- dihydro-2H-1,4-benzoxazine;6-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)-3,4-dihydro-2H-benzo[b][1,4]oxazine;3,4-Dihydro-2H-1,4-benzoxazine-6-boronic acid pinacol ester;6-(4,4,5,5-Tetramethyl-[1,3,2]dioxaborolan-2-yl)-3,4-dihydro-2H-benzo[1,4]oxazine

Chemical Property of 2H-1,4-Benzoxazine, 3,4-dihydro-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-

Chemical Property:

• Boiling Point: 387.6±42.0 °C(Predicted)
• PKA: 4.46±0.20(Predicted)
• PSA: 39.72000
• Density: 1.12±0.1 g/cm3(Predicted)
• LogP: 1.92810

Purity/Quality:

97% ^*data from raw suppliers

3,4-Dihydro-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2H-1,4-benzoxazine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2H-1,4-Benzoxazine, 3,4-dihydro-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-

There total 12 articles about 2H-1,4-Benzoxazine, 3,4-dihydro-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)- 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%

6-bromo-3, 4-dihydro-2H-benzo[β][1, 4]oxazine (105655-01-4) + bis(pinacol)diborane (73183-34-3) → 6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3,4-dihydro-2H-benzo[b][1,4]oxazine (1155264-46-2)

Guidance literature:

With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium acetate; In 1,4-dioxane; at 95 - 100 ℃; for 2h; Temperature; Inert atmosphere;

Reference yield:

5-chloro-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3,4-dihydro-2H-benzo[b][1,4]oxazine (1154740-68-7) → 6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3,4-dihydro-2H-benzo[b][1,4]oxazine (1155264-46-2)

Guidance literature:

With ammonium formate; palladium 10% on activated carbon; In methanol; for 0.5h; Reflux;

Reference yield:

C8H7BrClNO (1154740-67-6) → 6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3,4-dihydro-2H-benzo[b][1,4]oxazine (1155264-46-2)

Guidance literature:

Multi-step reaction with 2 steps

1: potassium acetate / 1,1'-bis-(diphenylphosphino)ferrocene / N,N-dimethyl-formamide / 16 h / 95 °C / Inert atmosphere

2: ammonium formate / palladium 10% on activated carbon / methanol / 0.5 h / Reflux

With ammonium formate; potassium acetate; 1,1'-bis-(diphenylphosphino)ferrocene; palladium 10% on activated carbon; In methanol; N,N-dimethyl-formamide;

upstream raw materials:

5-chloro-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3,4-dihydro-2H-benzo[b][1,4]oxazine

6-bromo-3, 4-dihydro-2H-benzo[β][1, 4]oxazine

bis(pinacol)diborane

6-bromo-3,4-dihydro-2H-1,4-benzoxazin-3-one

Downstream raw materials:

C₃₀H₃₆N₂O₄

C₂₉H₃₄N₂O₄

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