4-[6-methoxy-2-(3-methoxyphenyl)-1-methyl-1,2,3,4-tetrahydroisoquinolin-1-yl]phenol

Base Information

Chemical Name:4-[6-methoxy-2-(3-methoxyphenyl)-1-methyl-1,2,3,4-tetrahydroisoquinolin-1-yl]phenol
CAS No.:573674-55-2
Molecular Formula:C₂₄H₂₅NO₃
Molecular Weight:375.467
Hs Code.:

Synonyms:4-[6-methoxy-2-(3-methoxyphenyl)-1-methyl-1,2,3,4-tetrahydroisoquinolin-1-yl]phenol

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Chemical Property of 4-[6-methoxy-2-(3-methoxyphenyl)-1-methyl-1,2,3,4-tetrahydroisoquinolin-1-yl]phenol

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Technology Process of 4-[6-methoxy-2-(3-methoxyphenyl)-1-methyl-1,2,3,4-tetrahydroisoquinolin-1-yl]phenol

There total 6 articles about 4-[6-methoxy-2-(3-methoxyphenyl)-1-methyl-1,2,3,4-tetrahydroisoquinolin-1-yl]phenol 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: 66.0%

: 573674-54-1
1-(4-benzyloxyphenyl)-6-methoxy-2-(3-methoxyphenyl)-1-methyl-1,2,3,4-tetrahydroisoquinoline

: 573674-55-2
4-[6-methoxy-2-(3-methoxyphenyl)-1-methyl-1,2,3,4-tetrahydroisoquinolin-1-yl]phenol

Guidance literature:: With aluminium trichloride; N,N-dimethyl-aniline; In dichloromethane; at 20 ℃; for 1h;
DOI:10.1021/jm030086h

Reference yield:

: 2398-37-0
3-methoxyphenyl bromide

: 573674-55-2
4-[6-methoxy-2-(3-methoxyphenyl)-1-methyl-1,2,3,4-tetrahydroisoquinolin-1-yl]phenol

Guidance literature:: Multi-step reaction with 4 steps

1.1: 95 percent / CuI; K₂CO₃ / dimethylformamide / 118 h / 150 °C

2.1: hexane; tetrahydrofuran / 0.75 h / -78 °C

2.2: aq. HClO₄ / hexane; tetrahydrofuran; ethyl acetate / 0.17 h

3.1: 4.74 g / tetrahydrofuran; diethyl ether / 1 h / 0 - 20 °C

4.1: 66 percent / AlCl₃; Me₂NPh / CH₂Cl₂ / 1 h / 20 °C

With copper(l) iodide; aluminium trichloride; potassium carbonate; N,N-dimethyl-aniline; In tetrahydrofuran; diethyl ether; hexane; dichloromethane; N,N-dimethyl-formamide; 1.1: Ullmann reaction;
DOI:10.1021/jm030086h

Reference yield:

: 4-Benzyloxyphenyl lithium

: 573674-55-2
4-[6-methoxy-2-(3-methoxyphenyl)-1-methyl-1,2,3,4-tetrahydroisoquinolin-1-yl]phenol

Guidance literature:: Multi-step reaction with 3 steps

1.1: hexane; tetrahydrofuran / 0.75 h / -78 °C

1.2: aq. HClO₄ / hexane; tetrahydrofuran; ethyl acetate / 0.17 h

2.1: 4.74 g / tetrahydrofuran; diethyl ether / 1 h / 0 - 20 °C

3.1: 66 percent / AlCl₃; Me₂NPh / CH₂Cl₂ / 1 h / 20 °C

With aluminium trichloride; N,N-dimethyl-aniline; In tetrahydrofuran; diethyl ether; hexane; dichloromethane;
DOI:10.1021/jm030086h