1-ethyl-3-(4-methoxyphenyl)isoquinoline

Base Information

• Chemical Name: 1-ethyl-3-(4-methoxyphenyl)isoquinoline
• CAS No.: 1619225-12-5
• Molecular Formula: C₁₈H₁₇NO
• Molecular Weight: 263.339
• Mol file: 1619225-12-5.mol

Synonyms:1-ethyl-3-(4-methoxyphenyl)isoquinoline

Chemical Property of 1-ethyl-3-(4-methoxyphenyl)isoquinoline

Chemical Property:

Purity/Quality:

Safty Information:

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• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-ethyl-3-(4-methoxyphenyl)isoquinoline

There total 6 articles about 1-ethyl-3-(4-methoxyphenyl)isoquinoline 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: 51.0%

4-methoxyphenylboronic acid (5720-07-0) + 2-(2-propionylphenyl)acetonitrile (690229-61-9) → 1-ethyl-3-(4-methoxyphenyl)isoquinoline (1619225-12-5)

Guidance literature:

With [2,2]bipyridinyl; [Pd^II(acetylacetonate)₂]; toluene-4-sulfonic acid; In water; at 80 ℃; for 24h; Schlenk technique;

DOI:10.1039/c7gc00267j

Reference yield: 34.0%

1-(4-methoxyphenyl)ethan-1-one O-pivaloyl oxime (1570194-67-0) + (Z)-1-phenylpropan-1-one O-pivaloyl oxime (1619225-01-2) → 1-ethyl-3-(4-methoxyphenyl)isoquinoline (1619225-12-5)

Guidance literature:

With palladium diacetate; In toluene; at 150 ℃; for 24h; regioselective reaction; Sealed tube; Inert atmosphere;

DOI:10.1021/jo5010586

Reference yield:

1-(4-methoxyphenyl)ethanone (100-06-1) → 1-ethyl-3-(4-methoxyphenyl)isoquinoline (1619225-12-5)

Guidance literature:

Multi-step reaction with 3 steps

1: hydroxylamine hydrochloride; potassium acetate / methanol / 0.67 h / Reflux

2: triethylamine / dichloromethane / 0.5 h / 0 - 20 °C

3: palladium diacetate / toluene / 24 h / 150 °C / Sealed tube; Inert atmosphere

With hydroxylamine hydrochloride; potassium acetate; palladium diacetate; triethylamine; In methanol; dichloromethane; toluene;

DOI:10.1021/jo5010586

upstream raw materials:

1-(4-methoxyphenyl)ethan-1-one O-pivaloyl oxime

(Z)-1-phenylpropan-1-one O-pivaloyl oxime

1-(4-methoxyphenyl)ethanone

4-methoxyacetophenone oxime