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

Base Information

Chemical Name:4-dimethylaminomethyl-3-(5,5-dimethyl-[1,3,2]dioxaborinan-2-yl)-benzylamine
CAS No.:457866-19-2
Molecular Formula:C₁₅H₂₅BN₂O₂
Molecular Weight:276.187
Hs Code.:

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

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

Chemical Property:

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

There total 5 articles about 4-dimethylaminomethyl-3-(5,5-dimethyl-[1,3,2]dioxaborinan-2-yl)-benzylamine 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: 100.0%

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

: 457866-19-2
4-dimethylaminomethyl-3-(5,5-dimethyl-[1,3,2]dioxaborinan-2-yl)-benzylamine

Guidance literature:: With ammonia; hydrogen; nickel; In methanol; at 20 ℃; for 15h; under 25858.1 Torr;
DOI:10.1021/ja020505k

Reference yield:

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

: 457866-19-2
4-dimethylaminomethyl-3-(5,5-dimethyl-[1,3,2]dioxaborinan-2-yl)-benzylamine

Guidance literature:: Multi-step reaction with 4 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

4: 100 percent / H₂; NH₃ / Raney-Ni / methanol / 15 h / 20 °C / 25858.1 Torr

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

Reference yield:

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

: 457866-19-2
4-dimethylaminomethyl-3-(5,5-dimethyl-[1,3,2]dioxaborinan-2-yl)-benzylamine

Guidance literature:: Multi-step reaction with 5 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

5.1: 100 percent / H₂; NH₃ / Raney-Ni / methanol / 15 h / 20 °C / 25858.1 Torr

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