2-[3-(methoxymethoxy)-4-methylphenyl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Base Information

Chemical Name:2-[3-(methoxymethoxy)-4-methylphenyl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
CAS No.:331273-57-5
Molecular Formula:C₁₅H₂₃BO₄
Molecular Weight:278.156
Hs Code.:

Synonyms:2-[3-(methoxymethoxy)-4-methylphenyl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

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Chemical Property of 2-[3-(methoxymethoxy)-4-methylphenyl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

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Technology Process of 2-[3-(methoxymethoxy)-4-methylphenyl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

There total 5 articles about 2-[3-(methoxymethoxy)-4-methylphenyl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 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: 74.0%

: 76-09-5
2,3-dimethyl-2,3-butane diol

: 331273-56-4
4-bromo-2-(methoxymethoxy)-1-methylbenzene

: 331273-57-5
2-[3-(methoxymethoxy)-4-methylphenyl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Guidance literature:: 4-bromo-2-(methoxymethoxy)-1-methylbenzene; With n-butyllithium; N,N,N,N,-tetramethylethylenediamine; In tetrahydrofuran; at -78 ℃; for 1h;

With Trimethyl borate; In acetonitrile; at 20 ℃; for 2h;

2,3-dimethyl-2,3-butane diol; In acetonitrile; benzene; for 12h; Further stages.; Heating;
DOI:10.1039/b007611m

Reference yield: 74.0%

: 76-09-5
2,3-dimethyl-2,3-butane diol

: 121-43-7,63156-11-6
Trimethyl borate

: 331273-56-4
4-bromo-2-(methoxymethoxy)-1-methylbenzene

: 331273-57-5
2-[3-(methoxymethoxy)-4-methylphenyl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Guidance literature:: With n-butyllithium; In benzene; lithiation of the arene (nBuLi, TMEDA, THF, -78°C, 60 min); reacted with B(OCH3)3 (20°C, 2 h); reaction with pinacol (benzene, reflux, 12 h);
DOI:10.1039/b007611m

Reference yield:

: 36138-76-8
5-bromo-2-methylphenol

: 331273-57-5
2-[3-(methoxymethoxy)-4-methylphenyl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Guidance literature:: Multi-step reaction with 3 steps

1.1: 95 percent / K₂CO₃ / acetonitrile / 2.5 h / 0 - 20 °C

2.1: BuLi; TMEDA / tetrahydrofuran; hexane / 1 h / -78 °C

2.2: tetrahydrofuran; hexane / 4 h / -78 - 20 °C

3.1: NH₄Cl / benzene / 4 h / Heating

With n-butyllithium; N,N,N,N,-tetramethylethylenediamine; potassium carbonate; ammonium chloride; In tetrahydrofuran; hexane; acetonitrile; benzene;
DOI:10.1002/1522-2675(200202)85:2<599::AID-HLCA599>3.0.CO;2-V