2-{2-[2'-(2,2-dibromovinyl)-4,5,6-trimethoxybiphenyl-3-yl]ethyl}isoindoline-1,3-dione

Base Information

Chemical Name:2-{2-[2'-(2,2-dibromovinyl)-4,5,6-trimethoxybiphenyl-3-yl]ethyl}isoindoline-1,3-dione
CAS No.:624746-06-1
Molecular Formula:C₂₇H₂₃Br₂NO₅
Molecular Weight:601.291
Hs Code.:

Synonyms:2-{2-[2'-(2,2-dibromovinyl)-4,5,6-trimethoxybiphenyl-3-yl]ethyl}isoindoline-1,3-dione

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Chemical Property of 2-{2-[2'-(2,2-dibromovinyl)-4,5,6-trimethoxybiphenyl-3-yl]ethyl}isoindoline-1,3-dione

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Technology Process of 2-{2-[2'-(2,2-dibromovinyl)-4,5,6-trimethoxybiphenyl-3-yl]ethyl}isoindoline-1,3-dione

There total 5 articles about 2-{2-[2'-(2,2-dibromovinyl)-4,5,6-trimethoxybiphenyl-3-yl]ethyl}isoindoline-1,3-dione 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: 88.0%

: 558-13-4
carbon tetrabromide

: 624745-93-3
5'-[2-(1,3-dioxo-2,3-dihydro-1H-isoindol-2-yl)ethyl]-2',3',4'-trimethoxybiphenyl-2-carbaldehyde

: 624746-06-1
2-{2-[2'-(2,2-dibromovinyl)-4,5,6-trimethoxybiphenyl-3-yl]ethyl}isoindoline-1,3-dione

Guidance literature:: With triphenylphosphine; In dichloromethane; at 0 ℃; for 1h;
DOI:10.1002/chem.200400220

Reference yield:

: 174518-83-3
1-bromo-5-iodo-2,3,4-trimethoxybenzene

: 624746-06-1
2-{2-[2'-(2,2-dibromovinyl)-4,5,6-trimethoxybiphenyl-3-yl]ethyl}isoindoline-1,3-dione

Guidance literature:: Multi-step reaction with 4 steps

1: 51 percent / tri(o-tolyl)phosphane; (iPr)2NEt / Pd(OAc)2 / acetonitrile / 20 h / 100 °C

2: 100 percent / H₂ / [Ir(cod)(pyridine)(PCy₃)]PF₆ / CH₂Cl₂ / 760 Torr

3: 94 percent / K₃PO₄; 2-(dicyclohexylphosphanyl)biphenyl / Pd(OAc)2 / toluene / 15 h / 100 °C

4: 88 percent / PPh₃ / CH₂Cl₂ / 1 h / 0 °C

With potassium phosphate; hydrogen; N-ethyl-N,N-diisopropylamine; triphenylphosphine; tris-(o-tolyl)phosphine; CyJohnPhos; palladium diacetate; Crabtree's catalyst; In dichloromethane; toluene; acetonitrile; 1: Heck reaction / 3: Suzuki coupling;
DOI:10.1002/chem.200400220

Reference yield:

: 10385-36-1
2,3,4-trimethoxybromobenzene

: 624746-06-1
2-{2-[2'-(2,2-dibromovinyl)-4,5,6-trimethoxybiphenyl-3-yl]ethyl}isoindoline-1,3-dione

Guidance literature:: Multi-step reaction with 5 steps

1: 81 percent / I₂; HgO / CH₂Cl₂ / 20 °C

2: 51 percent / tri(o-tolyl)phosphane; (iPr)2NEt / Pd(OAc)2 / acetonitrile / 20 h / 100 °C

3: 100 percent / H₂ / [Ir(cod)(pyridine)(PCy₃)]PF₆ / CH₂Cl₂ / 760 Torr

4: 94 percent / K₃PO₄; 2-(dicyclohexylphosphanyl)biphenyl / Pd(OAc)2 / toluene / 15 h / 100 °C

5: 88 percent / PPh₃ / CH₂Cl₂ / 1 h / 0 °C

With potassium phosphate; hydrogen; iodine; N-ethyl-N,N-diisopropylamine; triphenylphosphine; tris-(o-tolyl)phosphine; mercury(II) oxide; CyJohnPhos; palladium diacetate; Crabtree's catalyst; In dichloromethane; toluene; acetonitrile; 2: Heck reaction / 4: Suzuki coupling;
DOI:10.1002/chem.200400220