1-(3,4-dimethoxybenzyl)-3-methyl-6,7-dimethoxy-3,4-dihydroisoquinoline hydrochloride

Base Information

• Chemical Name: 1-(3,4-dimethoxybenzyl)-3-methyl-6,7-dimethoxy-3,4-dihydroisoquinoline hydrochloride
• CAS No.: 26333-91-5
• Molecular Formula: C₂₁H₂₅NO₄*ClH
• Molecular Weight: 391.895

Synonyms:1-(3,4-dimethoxybenzyl)-3-methyl-6,7-dimethoxy-3,4-dihydroisoquinoline hydrochloride

Chemical Property of 1-(3,4-dimethoxybenzyl)-3-methyl-6,7-dimethoxy-3,4-dihydroisoquinoline hydrochloride

Chemical Property:

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Technology Process of 1-(3,4-dimethoxybenzyl)-3-methyl-6,7-dimethoxy-3,4-dihydroisoquinoline hydrochloride

There total 2 articles about 1-(3,4-dimethoxybenzyl)-3-methyl-6,7-dimethoxy-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: 52.0%

1,2-dimethoxy-4-(2-propenyl)benzene (93-15-2) + 3,4-dimethoxyphenylacetonitrile (93-17-4) → 1-(3,4-dimethoxybenzyl)-3-methyl-6,7-dimethoxy-3,4-dihydroisoquinoline hydrochloride (26333-91-5)

Guidance literature:

1,2-dimethoxy-4-(2-propenyl)benzene; 3,4-dimethoxyphenylacetonitrile; With sulfuric acid; acetic acid; In benzene; for 0.5h; Heating;

With hydrogenchloride; In ethyl acetate;

DOI:10.1007/s10600-012-0222-4

Reference yield:

4-allylguaiacol (97-53-0) → 1-(3,4-dimethoxybenzyl)-3-methyl-6,7-dimethoxy-3,4-dihydroisoquinoline hydrochloride (26333-91-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 18-crown-6 ether; potassium hydroxide / benzene / 2 h / Heating

2: sulfuric acid; acetic acid / benzene / 0.5 h / Heating

With 18-crown-6 ether; sulfuric acid; acetic acid; potassium hydroxide; In benzene; 2: Ritter cyclocondensation;

DOI:10.1007/s10600-012-0222-4

Reference yield:

6-bromo-3-nitro-2-(trifluoromethyl)-2H-chromene (893783-10-3) + 1-(3,4-dimethoxybenzyl)-3-methyl-6,7-dimethoxy-3,4-dihydroisoquinoline hydrochloride (26333-91-5) → cis-trans-2-bromo-14-(3,4-dimethoxyphenyl)-11,12-dimethoxy-8-methyl-6-(trifluoromethyl)-8,9-dihydro-6H-chromeno[4',3':4,5]pyrrolo[2,1-a]isoquinoline + trans-2-bromo-14-(3,4-dimethoxyphenyl)-11,12-dimethoxy-8-methyl-6-(trifluoromethyl)-8,9-dihydro-6H-chromeno[4',3':4,5]pyrrolo[2,1-a]isoquinoline

Guidance literature:

With triethylamine; In 2-methyl-propan-1-ol; for 3h; Reflux;

DOI:10.1016/j.tet.2011.09.049

upstream raw materials:

4-allylguaiacol

1,2-dimethoxy-4-(2-propenyl)benzene

3,4-dimethoxyphenylacetonitrile

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