5-[(E)-2-(3,4-dimethoxyphenyl)ethenyl]-7,8-dimethoxy-1-methyl-3,4-dihydroisoquinoline

Base Information

• Chemical Name: 5-[(E)-2-(3,4-dimethoxyphenyl)ethenyl]-7,8-dimethoxy-1-methyl-3,4-dihydroisoquinoline
• CAS No.: 340829-11-0
• Molecular Formula: C₂₂H₂₅NO₄
• Molecular Weight: 367.445
• Mol file: 340829-11-0.mol

Synonyms:5-[(E)-2-(3,4-dimethoxyphenyl)ethenyl]-7,8-dimethoxy-1-methyl-3,4-dihydroisoquinoline

Chemical Property of 5-[(E)-2-(3,4-dimethoxyphenyl)ethenyl]-7,8-dimethoxy-1-methyl-3,4-dihydroisoquinoline

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5-[(E)-2-(3,4-dimethoxyphenyl)ethenyl]-7,8-dimethoxy-1-methyl-3,4-dihydroisoquinoline

There total 9 articles about 5-[(E)-2-(3,4-dimethoxyphenyl)ethenyl]-7,8-dimethoxy-1-methyl-3,4-dihydroisoquinoline 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: 96.0%

N-(2-{2-[2-(3,4-dimethoxy-phenyl)-vinyl]-4,5-dimethoxy-phenyl}-ethyl)-acetamide (340829-03-0) → 5-[(E)-2-(3,4-dimethoxyphenyl)ethenyl]-7,8-dimethoxy-1-methyl-3,4-dihydroisoquinoline (340829-11-0)

Guidance literature:

With trichlorophosphate; In acetonitrile; for 18h; Heating;

DOI:10.1016/S0040-4020(01)00041-2

Reference yield:

2-(2-bromo-4,5-dimethoxyphenylphenyl)ethan-1-amine (63375-81-5) → 5-[(E)-2-(3,4-dimethoxyphenyl)ethenyl]-7,8-dimethoxy-1-methyl-3,4-dihydroisoquinoline (340829-11-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 47 percent / Ph₃P; Et₃N / Pd(OAc)2 / acetonitrile / 72 h / 130 °C

2: 96 percent / POCl₃ / acetonitrile / 18 h / Heating

With triethylamine; triphenylphosphine; trichlorophosphate; palladium diacetate; In acetonitrile; 2: Heck coupling;

DOI:10.1016/S0040-4020(01)00041-2

Reference yield:

3,4-dimethoxystyrene (6380-23-0) → 5-[(E)-2-(3,4-dimethoxyphenyl)ethenyl]-7,8-dimethoxy-1-methyl-3,4-dihydroisoquinoline (340829-11-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 47 percent / Ph₃P; Et₃N / Pd(OAc)2 / acetonitrile / 72 h / 130 °C

2: 96 percent / POCl₃ / acetonitrile / 18 h / Heating

With triethylamine; triphenylphosphine; trichlorophosphate; palladium diacetate; In acetonitrile; 1: Heck coupling;

DOI:10.1016/S0040-4020(01)00041-2

upstream raw materials:

N-(2-{2-[2-(3,4-dimethoxy-phenyl)-vinyl]-4,5-dimethoxy-phenyl}-ethyl)-acetamide

3,4-dimethoxystyrene

2-bromo-4,5-dimethoxybenzaldehyde

2-bromo-4,5-dimethoxy-β-nitrostyrene

Downstream raw materials:

5-[(E)-2-(3,4-dimethoxyphenyl)ethenyl]-7,8-dimethoxy-1-methyl-1,2,3,4-tetrahydroisoquinoline

5-[2-(3,4-dimethoxy-phenyl)-vinyl]-7,8-dimethoxy-1-methyl-3,4-dihydro-1H-isoquinoline-2-carboxylic acid ethyl ester