{5-[4-(5,5-dimethyl[1,3,2]dioxaborinan-2-yl)-phenylethynyl]naphthalen-1-yl}dimethylamine

Base Information

Chemical Name:{5-[4-(5,5-dimethyl[1,3,2]dioxaborinan-2-yl)-phenylethynyl]naphthalen-1-yl}dimethylamine
CAS No.:944741-32-6
Molecular Formula:C₂₅H₂₆BNO₂
Molecular Weight:383.298
Hs Code.:

Synonyms:{5-[4-(5,5-dimethyl[1,3,2]dioxaborinan-2-yl)-phenylethynyl]naphthalen-1-yl}dimethylamine

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Chemical Property of {5-[4-(5,5-dimethyl[1,3,2]dioxaborinan-2-yl)-phenylethynyl]naphthalen-1-yl}dimethylamine

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Technology Process of {5-[4-(5,5-dimethyl[1,3,2]dioxaborinan-2-yl)-phenylethynyl]naphthalen-1-yl}dimethylamine

There total 3 articles about {5-[4-(5,5-dimethyl[1,3,2]dioxaborinan-2-yl)-phenylethynyl]naphthalen-1-yl}dimethylamine 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: 49.0%

: 183677-69-2
2,2-dimethylpropane-1,3-diyl 4-ethynylphenyl boronate

: 10586-45-5
5-bromo-N,N-dimethylnaphthalene-1-amine

: 944741-32-6
{5-[4-(5,5-dimethyl[1,3,2]dioxaborinan-2-yl)-phenylethynyl]naphthalen-1-yl}dimethylamine

Guidance literature:: With copper(l) iodide; diethylamine; triphenylphosphine; bis-triphenylphosphine-palladium(II) chloride; at 120 ℃; for 0.416667h; microwave irradiation;
DOI:10.1016/j.tet.2007.04.035

Reference yield:

: 183677-72-7
2,2-dimethylpropane-1,3-diyl [4-(trimethylsilylethynyl)phenyl] boronate

: 944741-32-6
{5-[4-(5,5-dimethyl[1,3,2]dioxaborinan-2-yl)-phenylethynyl]naphthalen-1-yl}dimethylamine

Guidance literature:: Multi-step reaction with 2 steps

1: 80 percent / K₂CO₃ / methanol / 0.5 h / 20 °C

2: 49 percent / diethylamine; PPh₃; CuI / Pd(PPh₃)2Cl₂ / 0.42 h / 120 °C / microwave irradiation

With copper(l) iodide; potassium carbonate; diethylamine; triphenylphosphine; bis-triphenylphosphine-palladium(II) chloride; In methanol; 2: Sonogashira coupling;
DOI:10.1016/j.tet.2007.04.035

Reference yield:

: 183677-71-6
2-(4-bromophenyl)-5,5-dimethyl-1,3,2-dioxaborinane

: 944741-32-6
{5-[4-(5,5-dimethyl[1,3,2]dioxaborinan-2-yl)-phenylethynyl]naphthalen-1-yl}dimethylamine

Guidance literature:: Multi-step reaction with 3 steps

1: 98 percent / dimethylamine; PPh₃; CuI / Pd(PPh₃)2Cl₂ / dimethylformamide / 0.33 h / 120 °C / microwave irradiation

2: 80 percent / K₂CO₃ / methanol / 0.5 h / 20 °C

3: 49 percent / diethylamine; PPh₃; CuI / Pd(PPh₃)2Cl₂ / 0.42 h / 120 °C / microwave irradiation

With copper(l) iodide; potassium carbonate; dimethyl amine; diethylamine; triphenylphosphine; bis-triphenylphosphine-palladium(II) chloride; In methanol; N,N-dimethyl-formamide; 1: Sonogashira coupling / 3: Sonogashira coupling;
DOI:10.1016/j.tet.2007.04.035