2-bromo-3-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-6-methoxybenzaldehyde

Base Information

Chemical Name:2-bromo-3-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-6-methoxybenzaldehyde
CAS No.:347840-53-3
Molecular Formula:C₁₄H₂₁BrO₃Si
Molecular Weight:345.308
Hs Code.:

Synonyms:2-bromo-3-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-6-methoxybenzaldehyde

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Chemical Property of 2-bromo-3-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-6-methoxybenzaldehyde

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Technology Process of 2-bromo-3-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-6-methoxybenzaldehyde

There total 3 articles about 2-bromo-3-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-6-methoxybenzaldehyde 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: 72.0%

: 347840-64-6
2-bromo-3-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-6-hydroxybenzaldehyde

: 74-88-4
methyl iodide

: 347840-53-3
2-bromo-3-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-6-methoxybenzaldehyde

Guidance literature:: 2-bromo-3-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-6-hydroxybenzaldehyde; With sodium hydride; In tetrahydrofuran; for 0.5h;

methyl iodide; With 2,4-dichlorophenoxyacetic acid dimethylamine; In tetrahydrofuran; at 65 ℃; for 6h;
DOI:10.1021/ja021396c

Reference yield:

: 241127-72-0
2-bromo-3,6-dihydroxy-benzaldehyde

: 347840-53-3
2-bromo-3-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-6-methoxybenzaldehyde

Guidance literature:: Multi-step reaction with 2 steps

1.1: 10.64 g / imidazole / CH₂Cl₂ / 0.25 h / 20 °C

2.1: NaH / tetrahydrofuran / 0.5 h

2.2: 72 percent / DMA / tetrahydrofuran / 6 h / 65 °C

With 1H-imidazole; sodium hydride; In tetrahydrofuran; dichloromethane;
DOI:10.1021/ja021396c

Reference yield:

: 93-02-7
2,5-dimethoxybenzaldehyde

: 347840-53-3
2-bromo-3-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-6-methoxybenzaldehyde

Guidance literature:: Multi-step reaction with 4 steps

1.1: 97 percent / BBr₃ / CH₂Cl₂ / 1 h / -78 - 0 °C

2.1: Br₂ / CHCl₃ / 20 °C

3.1: 10.64 g / imidazole / CH₂Cl₂ / 0.25 h / 20 °C

4.1: NaH / tetrahydrofuran / 0.5 h

4.2: 72 percent / DMA / tetrahydrofuran / 6 h / 65 °C

With 1H-imidazole; bromine; boron tribromide; sodium hydride; In tetrahydrofuran; dichloromethane; chloroform;
DOI:10.1021/ja021396c