1-(2'-bromo-5'-hydroxybenzyl)-5,7-dimethoxy-6-hydroxy-3,4-dihydroisoquinoline hydrochloride

Base Information

• Chemical Name: 1-(2'-bromo-5'-hydroxybenzyl)-5,7-dimethoxy-6-hydroxy-3,4-dihydroisoquinoline hydrochloride
• CAS No.: 121949-69-7
• Molecular Formula: C₁₈H₁₈BrNO₄*ClH
• Molecular Weight: 428.71
• Mol file: 121949-69-7.mol

Synonyms:

Chemical Property of 1-(2'-bromo-5'-hydroxybenzyl)-5,7-dimethoxy-6-hydroxy-3,4-dihydroisoquinoline hydrochloride

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-(2'-bromo-5'-hydroxybenzyl)-5,7-dimethoxy-6-hydroxy-3,4-dihydroisoquinoline hydrochloride

There total 6 articles about 1-(2'-bromo-5'-hydroxybenzyl)-5,7-dimethoxy-6-hydroxy-3,4-dihydroisoquinoline hydrochloride 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:

6-benzyloxy-1-(5'-benzyloxy-2'-bromobenzyl)-5,7-dimethoxy-3,4-dihydroisoquinoline hydrochloride (121985-85-1) → 1-(2'-bromo-5'-hydroxybenzyl)-5,7-dimethoxy-6-hydroxy-3,4-dihydroisoquinoline hydrochloride (121949-69-7)

Guidance literature:

With hydrogenchloride; In ethanol; for 1.5h; Yield given; Heating;

DOI:10.1002/jhet.5570250557

Reference yield:

3-(benzyloxy)-2,4-dimethoxybenzaldehyde (20321-46-4) → 1-(2'-bromo-5'-hydroxybenzyl)-5,7-dimethoxy-6-hydroxy-3,4-dihydroisoquinoline hydrochloride (121949-69-7)

Guidance literature:

Multi-step reaction with 5 steps

1: 87 percent / methylamine hydrochloride, anhydrous sodium acetate / 16 h / Ambient temperature

2: 92 percent / lithium aluminium hydride / tetrahydrofuran / 2 h / Heating

3: 90 percent / 0.5 h / 140 - 150 °C

4: POCl₃ / CHCl₃ / 1.) room temp., 1 h; 2.) reflux, 2.5 h.

5: conc. hydrochloric acid / ethanol / 1.5 h / Heating

With hydrogenchloride; lithium aluminium tetrahydride; methylamine hydrochloride; sodium acetate; trichlorophosphate; In tetrahydrofuran; ethanol; chloroform;

DOI:10.1002/jhet.5570250557

Reference yield:

2-(3-benzyloxy-2,4-dimethoxyphenyl)ethylamine (21882-90-6) → 1-(2'-bromo-5'-hydroxybenzyl)-5,7-dimethoxy-6-hydroxy-3,4-dihydroisoquinoline hydrochloride (121949-69-7)

Guidance literature:

Multi-step reaction with 3 steps

1: 90 percent / 0.5 h / 140 - 150 °C

2: POCl₃ / CHCl₃ / 1.) room temp., 1 h; 2.) reflux, 2.5 h.

3: conc. hydrochloric acid / ethanol / 1.5 h / Heating

With hydrogenchloride; trichlorophosphate; In ethanol; chloroform;

DOI:10.1002/jhet.5570250557

upstream raw materials:

6-benzyloxy-1-(5'-benzyloxy-2'-bromobenzyl)-5,7-dimethoxy-3,4-dihydroisoquinoline hydrochloride

3-(benzyloxy)-2,4-dimethoxybenzaldehyde

2-(3-benzyloxy-2,4-dimethoxyphenyl)ethylamine

3-hydroxy-2,4-dimethoxy benzaldehyde

Refernces