2,4-dimethoxy-6-triisopropylsiloxymethylphenylboronic acid

Base Information

Chemical Name:2,4-dimethoxy-6-triisopropylsiloxymethylphenylboronic acid
CAS No.:409359-98-4
Molecular Formula:C₁₈H₃₃BO₅Si
Molecular Weight:368.354
Hs Code.:

Synonyms:2,4-dimethoxy-6-triisopropylsiloxymethylphenylboronic acid

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Chemical Property of 2,4-dimethoxy-6-triisopropylsiloxymethylphenylboronic acid

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Technology Process of 2,4-dimethoxy-6-triisopropylsiloxymethylphenylboronic acid

There total 4 articles about 2,4-dimethoxy-6-triisopropylsiloxymethylphenylboronic acid 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: 98.0%

: 409360-03-8
2-bromo-3,5-dimethoxy-1-triisopropylsiloxymethylbenzene

: 409359-98-4
2,4-dimethoxy-6-triisopropylsiloxymethylphenylboronic acid

Guidance literature:: 2-bromo-3,5-dimethoxy-1-triisopropylsiloxymethylbenzene; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 1h;

With Triisopropyl borate; In tetrahydrofuran; hexane; at -78 - 20 ℃;

With hydrogenchloride; In tetrahydrofuran; hexane; at 20 ℃; for 0.5h; Further stages.;

Reference yield: 98.0%

: 7647-01-0,15364-23-5
hydrogenchloride

: 5419-55-6
Triisopropyl borate

: 409360-03-8
2-bromo-3,5-dimethoxy-1-triisopropylsiloxymethylbenzene

: 409359-98-4
2,4-dimethoxy-6-triisopropylsiloxymethylphenylboronic acid

Guidance literature:: With n-butyllithium; In tetrahydrofuran; N2; to a soln. of Br-contg. compd. (12.5 mmol) in THF at -78°C was added n-BuLi (16 mmol); stirrring for 1 h; B-contg. compd. (18.8 mmol)was added slowly; soln. was allowed to warm up to room temp. overnight; 1M HCl was added, stirring 30 min; THF was removed in vac. and replaced with ether; the ether phase was washed with water and brine, and dried (MgSO4); the ether was removed;

Reference yield:

: 13154-24-0
triisopropylsilyl chloride

: 409359-98-4
2,4-dimethoxy-6-triisopropylsiloxymethylphenylboronic acid

Guidance literature:: Multi-step reaction with 2 steps

1.1: 93 percent / imidazole / dimethylformamide / 20 h / 16 °C

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

2.2: triisopropoxyborane / tetrahydrofuran; hexane / -78 - 20 °C

2.3: 98 percent / aq. HCl / tetrahydrofuran; hexane / 0.5 h / 20 °C

With 1H-imidazole; n-butyllithium; In tetrahydrofuran; hexane; N,N-dimethyl-formamide;