3-(Phenylaminomethyl)benzeneboronic acid pinacol ester

Base Information

• Chemical Name: 3-(Phenylaminomethyl)benzeneboronic acid pinacol ester
• CAS No.: 1073353-90-8
• Molecular Formula: C19H26BNO3
• Molecular Weight: 327.22564
• Hs Code.: 2931900090
• Mol file: 1073353-90-8.mol

Synonyms:3-(Phenylaminomethyl)benzeneboronic acid pinacol ester;3-((PHENYLAMINO)METHYL)PHENYLBORONIC ACID, PINACOL ESTER;N-[[3-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)]BENZYL]ANILINE

Chemical Property of 3-(Phenylaminomethyl)benzeneboronic acid pinacol ester

Chemical Property:

• Melting Point: 112-115°C
• PSA: 30.49000
• LogP: 3.67090
• Storage Temp.: 2-8°C

Purity/Quality:

97% ^*data from raw suppliers

[3-(Phenylaminomethyl)phenyl]boronicAcidPinacolEster ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 3-(Phenylaminomethyl)benzeneboronic acid pinacol ester

There total 3 articles about 3-(Phenylaminomethyl)benzeneboronic acid pinacol ester 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: 43.0%

(3‐(4,4,5,5‐tetramethyl‐1,3,2‐dioxaborolan‐2‐yl)phenyl)methanol (443776-76-9) + aniline (62-53-3) → N-(3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzyl)aniline (1073353-90-8)

Guidance literature:

With [ruthenium(II)(η⁶-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]₂; sodium carbonate; bis[2-(diphenylphosphino)phenyl] ether; In 5,5-dimethyl-1,3-cyclohexadiene; at 155 ℃; for 24h; Inert atmosphere; Reflux;

DOI:10.1021/ol402271a

Reference yield:

2,3-dimethyl-2,3-butane diol (76-09-5) → N-(3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzyl)aniline (1073353-90-8)

Guidance literature:

Multi-step reaction with 2 steps

1: toluene / 2 h / Dean-Stark; Reflux; Inert atmosphere

2: [ruthenium(II)(η⁶-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]₂; bis[2-(diphenylphosphino)phenyl] ether; sodium carbonate / 5,5-dimethyl-1,3-cyclohexadiene / 24 h / 155 °C / Inert atmosphere; Reflux

With [ruthenium(II)(η⁶-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]₂; sodium carbonate; bis[2-(diphenylphosphino)phenyl] ether; In 5,5-dimethyl-1,3-cyclohexadiene; toluene;

DOI:10.1021/ol402271a

Reference yield:

[3-(hydroxymethyl)phenyl]boronic acid (87199-15-3) → N-(3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzyl)aniline (1073353-90-8)

Guidance literature:

Multi-step reaction with 2 steps

1: toluene / 2 h / Dean-Stark; Reflux; Inert atmosphere

2: [ruthenium(II)(η⁶-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]₂; bis[2-(diphenylphosphino)phenyl] ether; sodium carbonate / 5,5-dimethyl-1,3-cyclohexadiene / 24 h / 155 °C / Inert atmosphere; Reflux

With [ruthenium(II)(η⁶-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]₂; sodium carbonate; bis[2-(diphenylphosphino)phenyl] ether; In 5,5-dimethyl-1,3-cyclohexadiene; toluene;

DOI:10.1021/ol402271a

upstream raw materials:

(3‐(4,4,5,5‐tetramethyl‐1,3,2‐dioxaborolan‐2‐yl)phenyl)methanol

aniline

2,3-dimethyl-2,3-butane diol

[3-(hydroxymethyl)phenyl]boronic acid

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