2-CYANO-4-METHOXYPHENYLBORONIC ACID

Base Information

• Chemical Name: 2-CYANO-4-METHOXYPHENYLBORONIC ACID
• CAS No.: 1233968-22-3
• Molecular Formula: C₈H₈BNO₃
• Molecular Weight: 176.967
• Hs Code.: 2931900090
• Mol file: 1233968-22-3.mol

Synonyms:

Chemical Property of 2-CYANO-4-METHOXYPHENYLBORONIC ACID

Chemical Property:

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

Purity/Quality:

98%min ^*data from raw suppliers

2-Cyano-4-methoxyphenylboronicacid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-CYANO-4-METHOXYPHENYLBORONIC ACID

There total 7 articles about 2-CYANO-4-METHOXYPHENYLBORONIC ACID 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:

2-bromo-5-methoxy-benzaldehyde oxime (300844-31-9) → C8H8BNO3 (1233968-22-3)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 87 percent / 2-chloro-1,3-dimethylimidazolium chloride; Et₃N / CH₂Cl₂ / cooling

2.1: n-BuLi / tetrahydrofuran; hexane / 0.03 h / -100 °C

2.2: trimethyl borate / tetrahydrofuran; hexane / -100 - 23 °C

2.3: aq. HCl / tetrahydrofuran; hexane / 0.5 h / 23 °C

With n-butyllithium; 2-chloro-1,3-dimethyl imidazolium chloride; triethylamine; In tetrahydrofuran; hexane; dichloromethane;

DOI:10.1021/ja043682p

Reference yield:

2-bromo-5-methoxybenzyl acetate → C8H8BNO3 (1233968-22-3)

Guidance literature:

Multi-step reaction with 5 steps

1.1: 8.7 g / aq. LiOH / tetrahydrofuran / 8 h / 23 °C

2.1: 96 percent / DMSO; (COCl)2; Et₃N / CH₂Cl₂ / -78 - 20 °C

3.1: 99 percent / HONH₂*HCl; aq. NaOH / ethanol / 12 h / 23 °C

4.1: 87 percent / 2-chloro-1,3-dimethylimidazolium chloride; Et₃N / CH₂Cl₂ / cooling

5.1: n-BuLi / tetrahydrofuran; hexane / 0.03 h / -100 °C

5.2: trimethyl borate / tetrahydrofuran; hexane / -100 - 23 °C

5.3: aq. HCl / tetrahydrofuran; hexane / 0.5 h / 23 °C

With lithium hydroxide; sodium hydroxide; n-butyllithium; 2-chloro-1,3-dimethyl imidazolium chloride; oxalyl dichloride; hydroxylamine hydrochloride; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; ethanol; hexane; dichloromethane;

DOI:10.1021/ja043682p

Reference yield:

4-bromo-3-methylanisole (27060-75-9) → C8H8BNO3 (1233968-22-3)

Guidance literature:

Multi-step reaction with 7 steps

1.1: 86 percent / N-bromosuccinimide; AIBN / benzene / 1 h / Heating

2.1: dimethylformamide / 8 h / 80 °C

3.1: 8.7 g / aq. LiOH / tetrahydrofuran / 8 h / 23 °C

4.1: 96 percent / DMSO; (COCl)2; Et₃N / CH₂Cl₂ / -78 - 20 °C

5.1: 99 percent / HONH₂*HCl; aq. NaOH / ethanol / 12 h / 23 °C

6.1: 87 percent / 2-chloro-1,3-dimethylimidazolium chloride; Et₃N / CH₂Cl₂ / cooling

7.1: n-BuLi / tetrahydrofuran; hexane / 0.03 h / -100 °C

7.2: trimethyl borate / tetrahydrofuran; hexane / -100 - 23 °C

7.3: aq. HCl / tetrahydrofuran; hexane / 0.5 h / 23 °C

With lithium hydroxide; sodium hydroxide; N-Bromosuccinimide; n-butyllithium; 2-chloro-1,3-dimethyl imidazolium chloride; oxalyl dichloride; 2,2'-azobis(isobutyronitrile); hydroxylamine hydrochloride; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; ethanol; hexane; dichloromethane; N,N-dimethyl-formamide; benzene;

DOI:10.1021/ja043682p

upstream raw materials:

2-bromo-5-methoxybenzonitrile

2-bromo-5-methoxy-benzaldehyde oxime

4-bromo-3-methylanisole

2-bromo-5-methoxybenzyl bromide

Refernces