1-(2-bromo-3,4-dimethoxybenzyl)-6,7-(methylenedioxy)-3,4-dihydroisoquinoline

Base Information

Chemical Name:1-(2-bromo-3,4-dimethoxybenzyl)-6,7-(methylenedioxy)-3,4-dihydroisoquinoline
CAS No.:247579-58-4
Molecular Formula:C₁₉H₁₈BrNO₄
Molecular Weight:404.26
Hs Code.:

Synonyms:1-(2-bromo-3,4-dimethoxybenzyl)-6,7-(methylenedioxy)-3,4-dihydroisoquinoline

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Chemical Property of 1-(2-bromo-3,4-dimethoxybenzyl)-6,7-(methylenedioxy)-3,4-dihydroisoquinoline

Chemical Property:

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Technology Process of 1-(2-bromo-3,4-dimethoxybenzyl)-6,7-(methylenedioxy)-3,4-dihydroisoquinoline

There total 10 articles about 1-(2-bromo-3,4-dimethoxybenzyl)-6,7-(methylenedioxy)-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: 89.0%

: 247579-55-1
N-[(3,4-methylenedioxy)phenethyl]-2-bromo-3,4-dimethoxyphenylacetamide

: 247579-58-4
1-(2-bromo-3,4-dimethoxybenzyl)-6,7-(methylenedioxy)-3,4-dihydroisoquinoline

Guidance literature:: With trichlorophosphate; In toluene; for 3h; Heating;
DOI:10.1021/jo982451w

Reference yield:

: 55171-60-3
2-bromo-3,4-dimethoxybenzylaldehyde

: 247579-58-4
1-(2-bromo-3,4-dimethoxybenzyl)-6,7-(methylenedioxy)-3,4-dihydroisoquinoline

Guidance literature:: Multi-step reaction with 7 steps

1: 98 percent / NaBH₄ / tetrahydrofuran; methanol / 2 h

2: SOCl₂ / benzene / 20 °C

3: dimethylsulfoxide; benzene / 2 h

4: 92 percent / 4N NaOH / ethanol / 20 h / Heating

5: SOCl₂ / benzene / 2 h / 50 - 60 °C

6: 86 percent / benzene; pyridine / 20 °C

7: 89 percent / POCl₃ / toluene / 3 h / Heating

With sodium hydroxide; sodium tetrahydroborate; thionyl chloride; trichlorophosphate; In tetrahydrofuran; pyridine; methanol; ethanol; dimethyl sulfoxide; toluene; benzene; 1: Reduction / 2: Substitution / 3: Substitution / 4: Hydrolysis / 5: Substitution / 6: Acylation / 7: Cyclization;
DOI:10.1021/jo982451w

Reference yield:

: 72912-39-1
(2-bromo-3,4-dimethoxyphenyl)acetonitrile

: 247579-58-4
1-(2-bromo-3,4-dimethoxybenzyl)-6,7-(methylenedioxy)-3,4-dihydroisoquinoline

Guidance literature:: Multi-step reaction with 4 steps

1: 92 percent / 4N NaOH / ethanol / 20 h / Heating

2: SOCl₂ / benzene / 2 h / 50 - 60 °C

3: 86 percent / benzene; pyridine / 20 °C

4: 89 percent / POCl₃ / toluene / 3 h / Heating

With sodium hydroxide; thionyl chloride; trichlorophosphate; In pyridine; ethanol; toluene; benzene; 1: Hydrolysis / 2: Substitution / 3: Acylation / 4: Cyclization;
DOI:10.1021/jo982451w