1-(2-chloro-4,5-dimethoxybenzyl)-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline

Base Information

• Chemical Name: 1-(2-chloro-4,5-dimethoxybenzyl)-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline
• CAS No.: 1356165-07-5
• Molecular Formula: C₂₀H₂₄ClNO₄
• Molecular Weight: 377.868

Synonyms:1-(2-chloro-4,5-dimethoxybenzyl)-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline

Chemical Property of 1-(2-chloro-4,5-dimethoxybenzyl)-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline

Chemical Property:

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Technology Process of 1-(2-chloro-4,5-dimethoxybenzyl)-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline

There total 3 articles about 1-(2-chloro-4,5-dimethoxybenzyl)-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline 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:

C20H22ClNO4 (56982-07-1) → 1-(2-chloro-4,5-dimethoxybenzyl)-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline (1356165-07-5)

Guidance literature:

With sodium tetrahydroborate; In tetrahydrofuran; methanol; for 14h; Inert atmosphere;

DOI:10.1002/ejoc.201101183

Reference yield:

6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline-1-carbonitrile (1210-57-7) → 1-(2-chloro-4,5-dimethoxybenzyl)-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline (1356165-07-5)

Guidance literature:

Multi-step reaction with 2 steps

1.1: potassium hexamethylsilazane / tetrahydrofuran / 0.08 h / -78 °C / Inert atmosphere

1.2: 1.83 h / -78 °C / Inert atmosphere

2.1: sodium tetrahydroborate / tetrahydrofuran; methanol / 14 h / Inert atmosphere

With sodium tetrahydroborate; potassium hexamethylsilazane; In tetrahydrofuran; methanol;

DOI:10.1002/ejoc.201101183

Reference yield:

2-chloro-4,5-dimethoxybenzyl bromide (133230-10-1) → 1-(2-chloro-4,5-dimethoxybenzyl)-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline (1356165-07-5)

Guidance literature:

Multi-step reaction with 2 steps

1.1: potassium hexamethylsilazane / tetrahydrofuran / 0.08 h / -78 °C / Inert atmosphere

1.2: 1.83 h / -78 °C / Inert atmosphere

2.1: sodium tetrahydroborate / tetrahydrofuran; methanol / 14 h / Inert atmosphere

With sodium tetrahydroborate; potassium hexamethylsilazane; In tetrahydrofuran; methanol;

DOI:10.1002/ejoc.201101183

upstream raw materials:

C₂₀H₂₂ClNO₄

6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline-1-carbonitrile

2-chloro-4,5-dimethoxybenzyl bromide

Downstream raw materials:

2-[2-(2-chloro-4,5-dimethoxyphenyl)ethyl]-6,7-dimethoxy-3,4-dihydroisoquinolinium trifluoroacetate

C₂F₃O₂^(1-)*C₂₂H₂₇ClNO₄⁽¹⁺⁾

C₂F₃O₂^(1-)*C₂₁H₁₉⁽²⁾H₆ClNO₄⁽¹⁺⁾

C₂F₃O₂^(1-)*C₂₂H₂₁⁽²⁾H₆ClNO₄⁽¹⁺⁾

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