6-(4'-fluoro)benzyloxy-1,3-dihydro-1-hydroxy-2,1-benzoxaborole

Base Information

• Chemical Name: 6-(4'-fluoro)benzyloxy-1,3-dihydro-1-hydroxy-2,1-benzoxaborole
• CAS No.: 1222010-61-8
• Molecular Formula: C₁₄H₁₂BFO₃
• Molecular Weight: 258.057
• Mol file: 1222010-61-8.mol

Synonyms:6-(4'-fluoro)benzyloxy-1,3-dihydro-1-hydroxy-2,1-benzoxaborole

Chemical Property of 6-(4'-fluoro)benzyloxy-1,3-dihydro-1-hydroxy-2,1-benzoxaborole

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 6-(4'-fluoro)benzyloxy-1,3-dihydro-1-hydroxy-2,1-benzoxaborole

There total 6 articles about 6-(4'-fluoro)benzyloxy-1,3-dihydro-1-hydroxy-2,1-benzoxaborole 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: 88.4%

6-hydroxyl-1,3-dihydro-1-hydroxy-2,1-benzoxaborole (1196473-37-6) + 1-chloromethyl-4-fluorobenzene (352-11-4) → 6-(4'-fluoro)benzyloxy-1,3-dihydro-1-hydroxy-2,1-benzoxaborole (1222010-61-8)

Guidance literature:

6-hydroxyl-1,3-dihydro-1-hydroxy-2,1-benzoxaborole; 1-chloromethyl-4-fluorobenzene; With sodium hydride; In N,N-dimethyl-formamide; at 0 ℃; for 2h; Inert atmosphere;

With hydrogenchloride; In water; N,N-dimethyl-formamide; Inert atmosphere;

Reference yield:

2-bromo-4-fluorobenzaldehyde (59142-68-6) → 6-(4'-fluoro)benzyloxy-1,3-dihydro-1-hydroxy-2,1-benzoxaborole (1222010-61-8)

Guidance literature:

Multi-step reaction with 6 steps

1.1: methanol; sodium tetrahydroborate / 1 h / 0 °C / Inert atmosphere

2.1: pyridinium p-toluenesulfonate / dichloromethane / 20 °C / Inert atmosphere

3.1: sodium hydride / N,N-dimethyl-formamide / 1 h / 100 °C / Inert atmosphere

4.1: n-butyllithium / tetrahydrofuran / 0.67 h / -80 °C / Inert atmosphere

4.2: -80 - 20 °C

4.3: Inert atmosphere

5.1: hydrogen / palladium 10% on activated carbon / methanol / 20 °C / Inert atmosphere

6.1: sodium hydride / N,N-dimethyl-formamide / 2 h / 0 °C / Inert atmosphere

6.2: Inert atmosphere

With methanol; sodium tetrahydroborate; n-butyllithium; hydrogen; pyridinium p-toluenesulfonate; sodium hydride; palladium 10% on activated carbon; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide;

Reference yield:

2-((2-bromo-4-fluorobenzyl)oxy)tetrahydro-2H-pyran (1222010-84-5) → 6-(4'-fluoro)benzyloxy-1,3-dihydro-1-hydroxy-2,1-benzoxaborole (1222010-61-8)

Guidance literature:

Multi-step reaction with 4 steps

1.1: sodium hydride / N,N-dimethyl-formamide / 1 h / 100 °C / Inert atmosphere

2.1: n-butyllithium / tetrahydrofuran / 0.67 h / -80 °C / Inert atmosphere

2.2: -80 - 20 °C

2.3: Inert atmosphere

3.1: hydrogen / palladium 10% on activated carbon / methanol / 20 °C / Inert atmosphere

4.1: sodium hydride / N,N-dimethyl-formamide / 2 h / 0 °C / Inert atmosphere

4.2: Inert atmosphere

With n-butyllithium; hydrogen; sodium hydride; palladium 10% on activated carbon; In tetrahydrofuran; methanol; N,N-dimethyl-formamide;

upstream raw materials:

6-hydroxyl-1,3-dihydro-1-hydroxy-2,1-benzoxaborole

1-chloromethyl-4-fluorobenzene

2-((2-bromo-4-fluorobenzyl)oxy)tetrahydro-2H-pyran

6-benzyloxy-1,3-dihydro-1-hydroxy-2,1-benzoxaborole