3-(1,3-dihydro-1-hydroxy-2,1-benzoxaborol-6-yl)-1-phenyl-propanone

Base Information

• Chemical Name: 3-(1,3-dihydro-1-hydroxy-2,1-benzoxaborol-6-yl)-1-phenyl-propanone
• CAS No.: 1365620-95-6
• Molecular Formula: C₁₆H₁₅BO₃
• Molecular Weight: 266.104
• Mol file: 1365620-95-6.mol

Synonyms:

Chemical Property of 3-(1,3-dihydro-1-hydroxy-2,1-benzoxaborol-6-yl)-1-phenyl-propanone

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-(1,3-dihydro-1-hydroxy-2,1-benzoxaborol-6-yl)-1-phenyl-propanone

There total 7 articles about 3-(1,3-dihydro-1-hydroxy-2,1-benzoxaborol-6-yl)-1-phenyl-propanone 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: 15.8%

(E)-[3-(1,3-dihydro-1-hydroxy-2,1-benzoxaborol-6-yl)-1-phenyl]propenone (1268390-58-4) → 3-(1,3-dihydro-1-hydroxy-2,1-benzoxaborol-6-yl)-1-phenyl-propanone (1365620-95-6)

Guidance literature:

With palladium on activated charcoal; hydrogen; In methanol; at 20 ℃; for 3h;

DOI:10.1021/jm2012408

Reference yield:

1,3-dihydro-1-hydroxy-6-hydroxymethyl-2,1-benzoxaborole (947162-87-0) → 3-(1,3-dihydro-1-hydroxy-2,1-benzoxaborol-6-yl)-1-phenyl-propanone (1365620-95-6)

Guidance literature:

Multi-step reaction with 3 steps

1.1: pyridinium chlorochromate / dichloromethane / 20 °C

2.1: sodium hydroxide / ethanol; water / 0.08 h

2.2: 20 °C

3.1: palladium on activated charcoal; hydrogen / methanol / 3 h / 20 °C

With palladium on activated charcoal; hydrogen; pyridinium chlorochromate; sodium hydroxide; In methanol; ethanol; dichloromethane; water; 2.1: Aldol condensation / 2.2: Aldol condensation;

DOI:10.1021/jm2012408

Reference yield:

1-hydroxy-1,3-dihydrobenzo[c][1,2]oxaborole-6-carbaldehyde (1195621-94-3) → 3-(1,3-dihydro-1-hydroxy-2,1-benzoxaborol-6-yl)-1-phenyl-propanone (1365620-95-6)

Guidance literature:

Multi-step reaction with 2 steps

1.1: sodium hydroxide / ethanol; water / 0.08 h

1.2: 20 °C

2.1: palladium on activated charcoal; hydrogen / methanol / 3 h / 20 °C

With palladium on activated charcoal; hydrogen; sodium hydroxide; In methanol; ethanol; water; 1.1: Aldol condensation / 1.2: Aldol condensation;

DOI:10.1021/jm2012408

upstream raw materials:

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

1-hydroxy-1,3-dihydrobenzo[c][1,2]oxaborole-6-carbaldehyde

(E)-[3-(1,3-dihydro-1-hydroxy-2,1-benzoxaborol-6-yl)-1-phenyl]propenone

4-bromo-m-xylene

Refernces