dimethoxy-6,7 hydroxy-4 (methoxy-4' phenyl)-4 methyl-2 tetrahydroisoquinoleine

Base Information

• Chemical Name: dimethoxy-6,7 hydroxy-4 (methoxy-4' phenyl)-4 methyl-2 tetrahydroisoquinoleine
• CAS No.: 131326-87-9
• Molecular Formula: C₁₉H₂₃NO₄
• Molecular Weight: 329.396
• Mol file: 131326-87-9.mol

Synonyms:dimethoxy-6,7 hydroxy-4 (methoxy-4' phenyl)-4 methyl-2 tetrahydroisoquinoleine

Chemical Property of dimethoxy-6,7 hydroxy-4 (methoxy-4' phenyl)-4 methyl-2 tetrahydroisoquinoleine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of dimethoxy-6,7 hydroxy-4 (methoxy-4' phenyl)-4 methyl-2 tetrahydroisoquinoleine

There total 12 articles about dimethoxy-6,7 hydroxy-4 (methoxy-4' phenyl)-4 methyl-2 tetrahydroisoquinoleine 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: 77.0%

2-[(2-Iodo-4,5-dimethoxy-benzyl)-methyl-amino]-1-(4-methoxy-phenyl)-ethanone (131326-76-6) → 2-[(3,4-Dimethoxy-benzyl)-methyl-amino]-1-(4-methoxy-phenyl)-ethanone (131326-95-9) + dimethoxy-6,7 hydroxy-4 (methoxy-4' phenyl)-4 methyl-2 tetrahydroisoquinoleine (131326-87-9)

Guidance literature:

With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃;

DOI:10.1016/S0040-4039(00)98068-7

Reference yield: 29.0%

2-[(2-Bromo-4,5-dimethoxy-benzyl)-methyl-amino]-1-(4-methoxy-phenyl)-ethanone (131326-85-7) → dimethoxy-6,7 hydroxy-4 (methoxy-4' phenyl)-4 methyl-2 tetrahydroisoquinoleine (131326-87-9)

Guidance literature:

With triphenylphosphine; nickel dichloride; zinc; In N,N-dimethyl-formamide; at 55 ℃; for 4.5h;

DOI:10.1016/S0040-4020(01)80579-2

Reference yield:

dimethoxy-3,4 benzylideneaminoacetal diethylique (58163-19-2) → dimethoxy-6,7 hydroxy-4 (methoxy-4' phenyl)-4 methyl-2 tetrahydroisoquinoleine (131326-87-9)

Guidance literature:

Multi-step reaction with 5 steps

1: 90 percent / H₂ / Raney nickel / methanol / 80 °C / 45003.6 Torr

2: 94.5 percent / H₂ / Raney nickel / H₂O; methanol / 3.5 h / 1500.1 Torr / Ambient temperature

3: 80 percent / 6N aq. HCl / 18 h / Ambient temperature

4: 95 percent / cyclohexanone, aluminium isopropoxide / toluene / Heating

5: 1) Mg / 1) tetrahydrofurane 2) reflux 4 h

With hydrogenchloride; hydrogen; cyclohexanone; aluminum isopropoxide; magnesium; nickel; In methanol; water; toluene;

upstream raw materials:

1-bromo-4-methoxy-benzene

6,7-Dimethoxy-2-methyl-1,2,3,4-tetrahydro-4-isochinolon

2-[(2-Bromo-4,5-dimethoxy-benzyl)-methyl-amino]-1-(4-methoxy-phenyl)-ethanone

2-[(2-Iodo-4,5-dimethoxy-benzyl)-methyl-amino]-1-(4-methoxy-phenyl)-ethanone

Downstream raw materials:

6,7-dimethoxy-4-(4-methoxyphenyl)-2-methyl-1, 2, 3, 4-tetrahydroisoquinoline