Benzene, 1-bromo-5-(diethoxymethyl)-2,4-bis[(2-methoxyethoxy)methoxy]-

Base Information

Chemical Name:Benzene, 1-bromo-5-(diethoxymethyl)-2,4-bis[(2-methoxyethoxy)methoxy]-
CAS No.:849338-71-2
Molecular Formula:C₁₉H₃₁BrO₈
Molecular Weight:467.354
Hs Code.:

Synonyms:

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Chemical Property of Benzene, 1-bromo-5-(diethoxymethyl)-2,4-bis[(2-methoxyethoxy)methoxy]-

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Technology Process of Benzene, 1-bromo-5-(diethoxymethyl)-2,4-bis[(2-methoxyethoxy)methoxy]-

There total 1 articles about Benzene, 1-bromo-5-(diethoxymethyl)-2,4-bis[(2-methoxyethoxy)methoxy]- 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:

: 141330-16-7
2,4-Bis<(2-methoxyethoxy)methoxy>benzaldehyd

: 849338-71-2
5-bromo-2,4-bis(2-methoxyethoxymethoxy)benzaldehyde diethyl acetal

Guidance literature:: Multi-step reaction with 2 steps

1: 73 percent / N-bromosuccinimide; silica gel / CHCl₃ / 20 h / 30 °C

2: 100 percent / NH₄Cl / ethanol / 2 h / 90 °C

With N-Bromosuccinimide; silica gel; ammonium chloride; In ethanol; chloroform;
DOI:10.1039/b414955f

Reference yield:

: 849338-71-2
5-bromo-2,4-bis(2-methoxyethoxymethoxy)benzaldehyde diethyl acetal

: 849338-79-0
5'-methoxy-7,2',4'-tris(2-methoxyethoxymethoxy)-6'-(3,3-dimethylallyl)isoflavone

Guidance literature:: Multi-step reaction with 8 steps

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

1.2: tetrahydrofuran; hexane / 1.33 h / -78 - 20 °C

2.1: 0.116 g / aq. HCl / 0.33 h / 0 °C

3.1: 89 percent / aq. Na₂CO₃; tetrabutylammonium bromide / Pd(PPh₃)4 / benzene / 3 h / 80 °C

4.1: m-CPBA; NaHCO₃ / CH₂Cl₂ / 0.42 h / -10 °C

4.2: 80 percent / KOH / methanol / 0.5 h / 20 °C / pH 9 - 10

5.1: CuCl₂; DBU / acetonitrile / 0.25 h / cooling

5.2: 70 percent / acetonitrile / 6.5 h / 20 °C

6.1: 88 percent / H₂; quinoline / Lindlar's catalyst / ethanol / 0.67 h / 20 °C / ambient pressure

7.1: 89 percent / N,N-diethylaniline / 0.5 h / 180 °C

8.1: 89 percent / aq. NaOH; benzyltributylammonium chloride / benzene / 2.5 h / 20 °C

With quinoline; hydrogenchloride; sodium hydroxide; n-butyllithium; tetrabutylammomium bromide; hydrogen; benzyltri(n-butyl)ammonium chloride; sodium hydrogencarbonate; sodium carbonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; 3-chloro-benzenecarboperoxoic acid; N,N-diethylaniline; copper dichloride; Lindlar's catalyst; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; ethanol; hexane; dichloromethane; acetonitrile; benzene; 3.1: Suzuki-Miyaura coupling / 4.1: Baeyer-Villiger oxidation / 7.1: Claisen rearrangement;
DOI:10.1039/b414955f

Reference yield:

: 849338-71-2
5-bromo-2,4-bis(2-methoxyethoxymethoxy)benzaldehyde diethyl acetal

: 849338-76-7
5'-hydroxy-7,2',4'-tris(2-methoxyethoxymethoxy)-6'-(3,3-dimethylallyl)isoflavone

Guidance literature:: Multi-step reaction with 7 steps

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

1.2: tetrahydrofuran; hexane / 1.33 h / -78 - 20 °C

2.1: 0.116 g / aq. HCl / 0.33 h / 0 °C

3.1: 89 percent / aq. Na₂CO₃; tetrabutylammonium bromide / Pd(PPh₃)4 / benzene / 3 h / 80 °C

4.1: m-CPBA; NaHCO₃ / CH₂Cl₂ / 0.42 h / -10 °C

4.2: 80 percent / KOH / methanol / 0.5 h / 20 °C / pH 9 - 10

5.1: CuCl₂; DBU / acetonitrile / 0.25 h / cooling

5.2: 70 percent / acetonitrile / 6.5 h / 20 °C

6.1: 88 percent / H₂; quinoline / Lindlar's catalyst / ethanol / 0.67 h / 20 °C / ambient pressure

7.1: 89 percent / N,N-diethylaniline / 0.5 h / 180 °C

With quinoline; hydrogenchloride; n-butyllithium; tetrabutylammomium bromide; hydrogen; sodium hydrogencarbonate; sodium carbonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; 3-chloro-benzenecarboperoxoic acid; N,N-diethylaniline; copper dichloride; Lindlar's catalyst; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; ethanol; hexane; dichloromethane; acetonitrile; benzene; 3.1: Suzuki-Miyaura coupling / 4.1: Baeyer-Villiger oxidation / 7.1: Claisen rearrangement;
DOI:10.1039/b414955f