4-dimethylaminomethyl-3-(5,5-dimethyl-[1,3,2]dioxaborinan-2-yl)-benzonitrile

Base Information

Chemical Name:4-dimethylaminomethyl-3-(5,5-dimethyl-[1,3,2]dioxaborinan-2-yl)-benzonitrile
CAS No.:457866-18-1
Molecular Formula:C₁₅H₂₁BN₂O₂
Molecular Weight:272.155
Hs Code.:

Synonyms:4-dimethylaminomethyl-3-(5,5-dimethyl-[1,3,2]dioxaborinan-2-yl)-benzonitrile

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Chemical Property of 4-dimethylaminomethyl-3-(5,5-dimethyl-[1,3,2]dioxaborinan-2-yl)-benzonitrile

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Technology Process of 4-dimethylaminomethyl-3-(5,5-dimethyl-[1,3,2]dioxaborinan-2-yl)-benzonitrile

There total 4 articles about 4-dimethylaminomethyl-3-(5,5-dimethyl-[1,3,2]dioxaborinan-2-yl)-benzonitrile 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: 78.0%

: 124-40-3
dimethyl amine

: 457866-17-0
4-bromomethyl-3-(5,5-dimethyl-[1,3,2]dioxaborinan-2-yl)-benzonitrile

: 457866-18-1
4-dimethylaminomethyl-3-(5,5-dimethyl-[1,3,2]dioxaborinan-2-yl)-benzonitrile

Guidance literature:: In diethyl ether; at 20 ℃; for 0.5h;
DOI:10.1021/ja020505k

Reference yield:

: 867333-43-5
(5-cyano-2-methylphenyl)boronic acid

: 457866-18-1
4-dimethylaminomethyl-3-(5,5-dimethyl-[1,3,2]dioxaborinan-2-yl)-benzonitrile

Guidance literature:: Multi-step reaction with 3 steps

1: 88 percent / toluene / 0.5 h / Heating

2: 85 percent / NBS / AIBN / CCl₄ / 18 h / Heating

3: 78 percent / diethyl ether / 0.5 h / 20 °C

With N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile); In tetrachloromethane; diethyl ether; toluene;
DOI:10.1021/ja020505k

Reference yield:

: 42872-74-2
3-bromo-4-methyl-benzonitrile

: 457866-18-1
4-dimethylaminomethyl-3-(5,5-dimethyl-[1,3,2]dioxaborinan-2-yl)-benzonitrile

Guidance literature:: Multi-step reaction with 4 steps

1.1: n-BuLi / tetrahydrofuran; hexane / -98 °C

1.2: HCl / diethyl ether

1.3: 2.49 g / tetrahydrofuran; hexane / 0.5 h / -98 - 20 °C

2.1: 88 percent / toluene / 0.5 h / Heating

3.1: 85 percent / NBS / AIBN / CCl₄ / 18 h / Heating

4.1: 78 percent / diethyl ether / 0.5 h / 20 °C

With N-Bromosuccinimide; n-butyllithium; 2,2'-azobis(isobutyronitrile); In tetrahydrofuran; tetrachloromethane; diethyl ether; hexane; toluene;
DOI:10.1021/ja020505k