methyl (E)-3-bromo-4-[2-(5,8-(diphenyl)naphthalen-2-yl)ethenyl]benzoate

Base Information

Chemical Name:methyl (E)-3-bromo-4-[2-(5,8-(diphenyl)naphthalen-2-yl)ethenyl]benzoate
CAS No.:1582776-63-3
Molecular Formula:C₃₂H₂₃BrO₂
Molecular Weight:519.437
Hs Code.:

Synonyms:methyl (E)-3-bromo-4-[2-(5,8-(diphenyl)naphthalen-2-yl)ethenyl]benzoate

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Chemical Property of methyl (E)-3-bromo-4-[2-(5,8-(diphenyl)naphthalen-2-yl)ethenyl]benzoate

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Technology Process of methyl (E)-3-bromo-4-[2-(5,8-(diphenyl)naphthalen-2-yl)ethenyl]benzoate

There total 5 articles about methyl (E)-3-bromo-4-[2-(5,8-(diphenyl)naphthalen-2-yl)ethenyl]benzoate 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: 73.0%

: 161311-12-2
3-bromo-4-(diethoxyphosphorylmethyl)benzoic acid methyl ester

: 1582776-38-2
5,8-diphenyl-2-naphthaldehyde

: 1582776-63-3
methyl (E)-3-bromo-4-[2-(5,8-(diphenyl)naphthalen-2-yl)ethenyl]benzoate

Guidance literature:: 3-bromo-4-(diethoxyphosphorylmethyl)benzoic acid methyl ester; With 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; n-butyllithium; In tetrahydrofuran; hexane; at 0 ℃; for 0.5h;

5,8-diphenyl-2-naphthaldehyde; In tetrahydrofuran; hexane; at -78 - 25 ℃; for 12h;
DOI:10.1021/ml400521f

Reference yield:

: 1582776-36-0
5,8-diphenyl-2-naphthalenemethanol

: 1582776-63-3
methyl (E)-3-bromo-4-[2-(5,8-(diphenyl)naphthalen-2-yl)ethenyl]benzoate

Guidance literature:: Multi-step reaction with 2 steps

1.1: manganese(IV) oxide / dichloromethane / 3 h / 0 °C

2.1: n-butyllithium; 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone / hexane; tetrahydrofuran / 0.5 h / 0 °C

2.2: 12 h / -78 - 25 °C

With 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; manganese(IV) oxide; n-butyllithium; In tetrahydrofuran; hexane; dichloromethane; 2.1: |Horner-Wadsworth-Emmons Olefination / 2.2: |Horner-Wadsworth-Emmons Olefination;
DOI:10.1021/ml400521f

Reference yield:

: 99970-75-9
methyl 5,8-diiodo-2-naphthoate

: 1582776-63-3
methyl (E)-3-bromo-4-[2-(5,8-(diphenyl)naphthalen-2-yl)ethenyl]benzoate

Guidance literature:: Multi-step reaction with 4 steps

1.1: triphenylphosphine; sodium carbonate / tetrahydrofuran; water / 110 °C / Microwave irradiation

2.1: diisobutylaluminium hydride / tetrahydrofuran / 4 h / -78 - 0 °C

3.1: manganese(IV) oxide / dichloromethane / 3 h / 0 °C

4.1: n-butyllithium; 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone / hexane; tetrahydrofuran / 0.5 h / 0 °C

4.2: 12 h / -78 - 25 °C

With 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; manganese(IV) oxide; n-butyllithium; diisobutylaluminium hydride; sodium carbonate; triphenylphosphine; In tetrahydrofuran; hexane; dichloromethane; water; 4.1: |Horner-Wadsworth-Emmons Olefination / 4.2: |Horner-Wadsworth-Emmons Olefination;
DOI:10.1021/ml400521f