2-bromo-5-(2,2-dimethylpropanoyloxy)-4-methoxy-phenyl-acetonitrile

Base Information

• Chemical Name: 2-bromo-5-(2,2-dimethylpropanoyloxy)-4-methoxy-phenyl-acetonitrile
• CAS No.: 1344720-62-2
• Molecular Formula: C₁₄H₁₆BrNO₃
• Molecular Weight: 326.19
• Mol file: 1344720-62-2.mol

Synonyms:2-bromo-5-(2,2-dimethylpropanoyloxy)-4-methoxy-phenyl-acetonitrile

Chemical Property of 2-bromo-5-(2,2-dimethylpropanoyloxy)-4-methoxy-phenyl-acetonitrile

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-bromo-5-(2,2-dimethylpropanoyloxy)-4-methoxy-phenyl-acetonitrile

There total 2 articles about 2-bromo-5-(2,2-dimethylpropanoyloxy)-4-methoxy-phenyl-acetonitrile 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: 80.0%

pivaloyl chloride (3282-30-2) + 2-bromo-5-hydroxy-4-methoxyphenyl-acetonitrile (81038-45-1) → 2-bromo-5-(2,2-dimethylpropanoyloxy)-4-methoxy-phenyl-acetonitrile (1344720-62-2)

Guidance literature:

With pyridine; dmap; In dichloromethane; at 0 - 20 ℃; for 20h; Inert atmosphere;

DOI:10.1016/j.tet.2011.09.033

Reference yield:

4-bromo-5-bromomethyl-2-methoxyphenol (222622-91-5) → 2-bromo-5-(2,2-dimethylpropanoyloxy)-4-methoxy-phenyl-acetonitrile (1344720-62-2)

Guidance literature:

Multi-step reaction with 2 steps

1: dimethyl sulfoxide / 0.08 h / 20 °C / Inert atmosphere

2: pyridine; dmap / dichloromethane / 20 h / 0 - 20 °C / Inert atmosphere

With pyridine; dmap; In dichloromethane; dimethyl sulfoxide;

DOI:10.1016/j.tet.2011.09.033

Reference yield: 57.0%

di-tert-butyl dicarbonate (24424-99-5) + 2-bromo-5-(2,2-dimethylpropanoyloxy)-4-methoxy-phenyl-acetonitrile (1344720-62-2) → N-Boc-N-[2-(2-bromo-5-(2,2-dimethylpropanoyloxy)-4-methoxyphenyl)ethyl]amine (1344720-58-6)

Guidance literature:

With sodium tetrahydroborate; nickel(II) chloride hexahydrate; In methanol; at 0 - 20 ℃; for 1h; Inert atmosphere;

DOI:10.1016/j.tet.2011.09.033

upstream raw materials:

4-bromo-5-bromomethyl-2-methoxyphenol

pivaloyl chloride

2-bromo-5-hydroxy-4-methoxyphenyl-acetonitrile

Downstream raw materials:

(3S)-(E)-N-Boc-N-[2-[5-(2,2-dimethyl-propanoyl-oxy)-2-(3-tert-butyl dimethylsilyloxy-but-1-enyl)-4-methoxy-phenyl]ethyl]-amine

(3S)-(E)-N-Boc-N-[2-[5-(2,2-dimethyl-propanoyl-oxy)-2-(3-hydroxybut-1-enyl)-4-methoxy-phenyl]ethyl]amine

(3R)-(E)-N-Boc-N-[2-[5-(2,2-dimethyl-propanoyl-oxy)-2-(3-hydroxybut-1-enyl)-4-methoxy-phenyl]ethyl]amine

oleracein E