tert-butyl((3-chloro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzyl)oxy)dimethylsilane

Base Information

• Chemical Name: tert-butyl((3-chloro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzyl)oxy)dimethylsilane
• CAS No.: 1609540-96-6
• Molecular Formula: C₁₉H₃₂BClO₃Si
• Molecular Weight: 382.811

Synonyms:tert-butyl((3-chloro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzyl)oxy)dimethylsilane

Chemical Property of tert-butyl((3-chloro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzyl)oxy)dimethylsilane

Chemical Property:

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Technology Process of tert-butyl((3-chloro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzyl)oxy)dimethylsilane

There total 3 articles about tert-butyl((3-chloro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzyl)oxy)dimethylsilane 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%

2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (61676-62-8) + ((4-bromo-3-chlorobenzyl)oxy)(tert-butyl)dimethylsilane (1609540-91-1) → tert-butyl((3-chloro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzyl)oxy)dimethylsilane (1609540-96-6)

Guidance literature:

((4-bromo-3-chlorobenzyl)oxy)(tert-butyl)dimethylsilane; With n-butyllithium; In tetrahydrofuran; n-heptane; at -78 ℃; for 0.166667h; Inert atmosphere;

2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane; In tetrahydrofuran; at -78 ℃; for 0.333333h;

DOI:10.1055/s-0033-1340069

Reference yield:

4-bromo-3-chlorobenzoic acid (25118-59-6) → tert-butyl((3-chloro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzyl)oxy)dimethylsilane (1609540-96-6)

Guidance literature:

Multi-step reaction with 3 steps

1.1: borane-THF / tetrahydrofuran / 20 °C

2.1: 1H-imidazole / N,N-dimethyl-formamide / 20 °C

3.1: n-butyllithium / tetrahydrofuran; n-heptane / 0.17 h / -78 °C / Inert atmosphere

3.2: 0.33 h / -78 °C

With 1H-imidazole; n-butyllithium; borane-THF; In tetrahydrofuran; n-heptane; N,N-dimethyl-formamide;

DOI:10.1055/s-0033-1340069

Reference yield:

(4-bromo-3-chlorophenyl)methanol (120077-68-1) → tert-butyl((3-chloro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzyl)oxy)dimethylsilane (1609540-96-6)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 1H-imidazole / N,N-dimethyl-formamide / 20 °C

2.1: n-butyllithium / tetrahydrofuran; n-heptane / 0.17 h / -78 °C / Inert atmosphere

2.2: 0.33 h / -78 °C

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

DOI:10.1055/s-0033-1340069

upstream raw materials:

(4-bromo-3-chlorophenyl)methanol

4-bromo-3-chlorobenzoic acid

2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

((4-bromo-3-chlorobenzyl)oxy)(tert-butyl)dimethylsilane

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