1-(4-methoxyphenyl)-2-methyl-1,2,3,4-tetrahydroisoquinoline

Base Information

• Chemical Name: 1-(4-methoxyphenyl)-2-methyl-1,2,3,4-tetrahydroisoquinoline
• CAS No.: 1620820-59-8
• Molecular Formula: C₁₇H₁₉NO
• Molecular Weight: 253.344
• Mol file: 1620820-59-8.mol

Synonyms:1-(4-methoxyphenyl)-2-methyl-1,2,3,4-tetrahydroisoquinoline

Chemical Property of 1-(4-methoxyphenyl)-2-methyl-1,2,3,4-tetrahydroisoquinoline

Chemical Property:

Purity/Quality:

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MSDS Files:

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Technology Process of 1-(4-methoxyphenyl)-2-methyl-1,2,3,4-tetrahydroisoquinoline

There total 3 articles about 1-(4-methoxyphenyl)-2-methyl-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: 60.0%

2-methyl-1,2,3,4-tetrahydroisoquinoline (1612-65-3) + 4-methoxyphenyl magnesium bromide (13139-86-1) → 1-(4-methoxyphenyl)-2-methyl-1,2,3,4-tetrahydroisoquinoline (1620820-59-8)

Guidance literature:

2-methyl-1,2,3,4-tetrahydroisoquinoline; With diethylazodicarboxylate; In tetrahydrofuran; at 5 - 10 ℃; for 0.25h; Inert atmosphere;

4-methoxyphenyl magnesium bromide; In tetrahydrofuran; at 20 ℃; for 2h; Inert atmosphere;

DOI:10.1055/s-0034-1378337

Reference yield: 35.0%

2-methyl-1,2,3,4-tetrahydroisoquinoline (1612-65-3) + 1-fluoro-4-methoxybenzene (459-60-9) → 1-(4-methoxyphenyl)-2-methyl-1,2,3,4-tetrahydroisoquinoline (1620820-59-8)

Guidance literature:

2-methyl-1,2,3,4-tetrahydroisoquinoline; With boron trifluoride diethyl etherate; In tetrahydrofuran; at 0 ℃; for 0.5h; Inert atmosphere;

With sec.-butyllithium; In tetrahydrofuran; pentane; at -78 ℃; for 0.5h;

1-fluoro-4-methoxybenzene; With sec.-butyllithium; In tetrahydrofuran; at -78 ℃; for 0.75h;

DOI:10.1055/s-0033-1341239

Reference yield:

formaldehyd (50-00-0,30525-89-4,61233-19-0) + 1-(4-methoxyphenyl)-1,2,3,4-tetrahydroisoquinoline (59224-74-7) → 1-(4-methoxyphenyl)-2-methyl-1,2,3,4-tetrahydroisoquinoline (1620820-59-8)

Guidance literature:

With sodium cyanoborohydride; acetic acid; In water; acetonitrile; at 20 ℃;

DOI:10.1021/jacs.5b06659

upstream raw materials:

2-methyl-1,2,3,4-tetrahydroisoquinoline

1-fluoro-4-methoxybenzene

formaldehyd

1-(4-methoxyphenyl)-1,2,3,4-tetrahydroisoquinoline