4-[1-(4-methoxyphenyl)methyl]-5-[1-(4-hydroxyphenyl)methyl]-1-methyl-1H-imidazole

Base Information

Chemical Name:4-[1-(4-methoxyphenyl)methyl]-5-[1-(4-hydroxyphenyl)methyl]-1-methyl-1H-imidazole
CAS No.:304442-86-2
Molecular Formula:C₁₉H₂₀N₂O₂
Molecular Weight:308.38
Hs Code.:

Synonyms:4-[1-(4-methoxyphenyl)methyl]-5-[1-(4-hydroxyphenyl)methyl]-1-methyl-1H-imidazole

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Chemical Property of 4-[1-(4-methoxyphenyl)methyl]-5-[1-(4-hydroxyphenyl)methyl]-1-methyl-1H-imidazole

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Technology Process of 4-[1-(4-methoxyphenyl)methyl]-5-[1-(4-hydroxyphenyl)methyl]-1-methyl-1H-imidazole

There total 8 articles about 4-[1-(4-methoxyphenyl)methyl]-5-[1-(4-hydroxyphenyl)methyl]-1-methyl-1H-imidazole 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: 71.4%

: 304442-85-1
5-[1-hydroxy-1-(4-methoxymethoxyphenyl)methyl]-4-[1-hydroxy-1-(4-methoxyphenyl)methyl]-1-methyl-1H-imidazole

: 304442-86-2
4-[1-(4-methoxyphenyl)methyl]-5-[1-(4-hydroxyphenyl)methyl]-1-methyl-1H-imidazole

Guidance literature:: With hydrogenchloride; zinc; In acetic acid; at 80 ℃; for 1h;
DOI:10.3987/COM-00-8952

Reference yield:

: 6515-21-5
4-methoxymethoxy-benzaldehyde

: 304442-86-2
4-[1-(4-methoxyphenyl)methyl]-5-[1-(4-hydroxyphenyl)methyl]-1-methyl-1H-imidazole

Guidance literature:: Multi-step reaction with 7 steps

1.1: n-BuLi; 2,2,6,6-tetramethylpiperidine / hexane; 1,2-dimethoxy-ethane; tetrahydrofuran / 1.25 h / 78 °C

1.2: 100 percent / hexane; 1,2-dimethoxy-ethane; tetrahydrofuran / 2 h / -78 °C

2.1: 100 percent / imidazole / dimethylformamide / 60 °C

3.1: 74.5 percent / N-bromosuccinimide / tetrahydrofuran / 3 h / 0 °C

4.1: tert-BuLi / pentane; diethyl ether / 0.5 h / -78 °C

4.2: 51.1 percent / pentane; diethyl ether / 3 h / -78 °C

5.1: 99 percent / Bu₄NF / tetrahydrofuran / 0.17 h / 20 °C

6.1: 31.2 percent / NiCl₂*6H₂O; NaBH₄ / methanol; tetrahydrofuran / 1.5 h / 20 °C

7.1: 71.4 percent / Zn powder; conc. HCl / acetic acid / 1 h / 80 °C

With 2,2,6,6-tetramethyl-piperidine; 1H-imidazole; hydrogenchloride; sodium tetrahydroborate; N-Bromosuccinimide; n-butyllithium; tetrabutyl ammonium fluoride; tert.-butyl lithium; nickel dichloride; zinc; In tetrahydrofuran; methanol; 1,2-dimethoxyethane; diethyl ether; hexane; acetic acid; N,N-dimethyl-formamide; pentane;
DOI:10.3987/COM-00-8952

Reference yield:

: 123-11-5
4-methoxy-benzaldehyde

: 304442-86-2
4-[1-(4-methoxyphenyl)methyl]-5-[1-(4-hydroxyphenyl)methyl]-1-methyl-1H-imidazole

Guidance literature:: Multi-step reaction with 4 steps

1.1: tert-BuLi / pentane; diethyl ether / 0.5 h / -78 °C

1.2: 51.1 percent / pentane; diethyl ether / 3 h / -78 °C

2.1: 99 percent / Bu₄NF / tetrahydrofuran / 0.17 h / 20 °C

3.1: 31.2 percent / NiCl₂*6H₂O; NaBH₄ / methanol; tetrahydrofuran / 1.5 h / 20 °C

4.1: 71.4 percent / Zn powder; conc. HCl / acetic acid / 1 h / 80 °C

With hydrogenchloride; sodium tetrahydroborate; tetrabutyl ammonium fluoride; tert.-butyl lithium; nickel dichloride; zinc; In tetrahydrofuran; methanol; diethyl ether; acetic acid; pentane;
DOI:10.3987/COM-00-8952