2-(4-benzyloxy-3-methoxyphenyl)-3-bromo-7-methoxybenzofuran-5-carbaldehyde

Base Information

Chemical Name:2-(4-benzyloxy-3-methoxyphenyl)-3-bromo-7-methoxybenzofuran-5-carbaldehyde
CAS No.:473240-68-5
Molecular Formula:C₂₄H₁₉BrO₅
Molecular Weight:467.316
Hs Code.:

Synonyms:2-(4-benzyloxy-3-methoxyphenyl)-3-bromo-7-methoxybenzofuran-5-carbaldehyde

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Chemical Property of 2-(4-benzyloxy-3-methoxyphenyl)-3-bromo-7-methoxybenzofuran-5-carbaldehyde

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Technology Process of 2-(4-benzyloxy-3-methoxyphenyl)-3-bromo-7-methoxybenzofuran-5-carbaldehyde

There total 3 articles about 2-(4-benzyloxy-3-methoxyphenyl)-3-bromo-7-methoxybenzofuran-5-carbaldehyde 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: 86.0%

: 332077-62-0
1-(4-benzyloxy-3-methoxyphenyl)-2-(5-(5,5-dimethyl-1,3-dioxan-2-yl)-2,3-dimethoxyphenyl)acetylene

: 473240-68-5
2-(4-benzyloxy-3-methoxyphenyl)-3-bromo-7-methoxybenzofuran-5-carbaldehyde

Guidance literature:: 1-(4-benzyloxy-3-methoxyphenyl)-2-(5-(5,5-dimethyl-1,3-dioxan-2-yl)-2,3-dimethoxyphenyl)acetylene; With bromine; In chloroform; at -15 ℃; for 2h;

With hydrogenchloride; In acetone; at 20 ℃; for 3h; Further stages.;
DOI:10.1021/jo0258960

Reference yield:

: 332077-60-8
1-(p-benzyloxy-m-methoxyphenyl)-1-(2,3-dimethoxy)-5-(5',5'-dimethyl-1',3'-dioxan-2'-yl)phenyl carbinol

: 473240-68-5
2-(4-benzyloxy-3-methoxyphenyl)-3-bromo-7-methoxybenzofuran-5-carbaldehyde

Guidance literature:: Multi-step reaction with 3 steps

1.1: 96 percent / 90percent active MnO₂ / CH₂Cl₂ / 15 h / 20 °C

2.1: n-BuLi / tetrahydrofuran / 0.5 h / -78 °C

2.2: 98 percent / tetrahydrofuran / 5 h / -78 °C

3.1: bromine / CHCl₃ / 2 h / -15 °C

3.2: 86 percent / 6N hydrochloric acid / acetone / 3 h / 20 °C

With n-butyllithium; bromine; In tetrahydrofuran; dichloromethane; chloroform; 2.2: Colvin rearrangement;
DOI:10.1021/jo0258960

Reference yield:

: 332077-61-9
4-benzyloxy-3-methoxyphenyl 5-(5,5-dimethyl-1,3-dioxan-2-yl)-2,3-dimethoxyphenyl ketone

: 473240-68-5
2-(4-benzyloxy-3-methoxyphenyl)-3-bromo-7-methoxybenzofuran-5-carbaldehyde

Guidance literature:: Multi-step reaction with 2 steps

1.1: n-BuLi / tetrahydrofuran / 0.5 h / -78 °C

1.2: 98 percent / tetrahydrofuran / 5 h / -78 °C

2.1: bromine / CHCl₃ / 2 h / -15 °C

2.2: 86 percent / 6N hydrochloric acid / acetone / 3 h / 20 °C

With n-butyllithium; bromine; In tetrahydrofuran; chloroform; 1.2: Colvin rearrangement;
DOI:10.1021/jo0258960