5-(hydroxy(3,4,5-trimethoxyphenyl)methyl)-1-methyl-1H-imidazole-4-carbaldehyde

Base Information

• Chemical Name: 5-(hydroxy(3,4,5-trimethoxyphenyl)methyl)-1-methyl-1H-imidazole-4-carbaldehyde
• CAS No.: 1415582-68-1
• Molecular Formula: C₁₅H₁₈N₂O₅
• Molecular Weight: 306.318

Synonyms:5-(hydroxy(3,4,5-trimethoxyphenyl)methyl)-1-methyl-1H-imidazole-4-carbaldehyde

Chemical Property of 5-(hydroxy(3,4,5-trimethoxyphenyl)methyl)-1-methyl-1H-imidazole-4-carbaldehyde

Chemical Property:

Purity/Quality:

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Technology Process of 5-(hydroxy(3,4,5-trimethoxyphenyl)methyl)-1-methyl-1H-imidazole-4-carbaldehyde

There total 2 articles about 5-(hydroxy(3,4,5-trimethoxyphenyl)methyl)-1-methyl-1H-imidazole-4-carbaldehyde 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: 70.0%

(5-iodo-3-methyl-3H-imidazol-4-yl)(3,4,5-trimethoxy-phenyl)methanol (1415582-65-8) + N-methyl-N-phenylformamide (93-61-8) → 5-(hydroxy(3,4,5-trimethoxyphenyl)methyl)-1-methyl-1H-imidazole-4-carbaldehyde (1415582-68-1)

Guidance literature:

(5-iodo-3-methyl-3H-imidazol-4-yl)(3,4,5-trimethoxy-phenyl)methanol; With ethylmagnesium bromide; In tetrahydrofuran; diethyl ether; at 0 - 20 ℃; for 2h;

N-methyl-N-phenylformamide; In tetrahydrofuran; diethyl ether; at 20 ℃; for 16h;

DOI:10.1021/ol302958e

Reference yield:

3,4,5-trimethoxy-benzaldehyde (86-81-7) → 5-(hydroxy(3,4,5-trimethoxyphenyl)methyl)-1-methyl-1H-imidazole-4-carbaldehyde (1415582-68-1)

Guidance literature:

Multi-step reaction with 2 steps

1.1: ethylmagnesium bromide / diethyl ether; tetrahydrofuran / 1 h / 0 - 20 °C

1.2: 5 h / 20 °C

2.1: ethylmagnesium bromide / diethyl ether; tetrahydrofuran / 2 h / 0 - 20 °C

2.2: 16 h / 20 °C

With ethylmagnesium bromide; In tetrahydrofuran; diethyl ether;

DOI:10.1021/ol302958e

Reference yield:

5-(hydroxy(3,4,5-trimethoxyphenyl)methyl)-1-methyl-1H-imidazole-4-carbaldehyde (1415582-68-1) → 5,6,7-trimethoxy-4-(4-methoxyphenyl)-1-methyl-1H-naphtho[2,3-d]imidazole (1415582-74-9)

Guidance literature:

Multi-step reaction with 2 steps

1.1: magnesium / tetrahydrofuran / 3.5 h / Reflux

1.2: 16 h / Reflux

2.1: hydrogenchloride / dichloromethane; water / 4 h / 20 °C

With hydrogenchloride; magnesium; In tetrahydrofuran; dichloromethane; water;

DOI:10.1021/ol302958e

upstream raw materials:

(5-iodo-3-methyl-3H-imidazol-4-yl)(3,4,5-trimethoxy-phenyl)methanol

N-methyl-N-phenylformamide

3,4,5-trimethoxy-benzaldehyde

Downstream raw materials:

5,6,7-trimethoxy-4-(4-methoxyphenyl)-1-methyl-1H-naphtho[2,3-d]imidazole

2-azido-5,6,7-trimethoxy-4-(4-methoxyphenyl)-1-methyl-1H-naphtho[2,3-d]imidazole

2-amino-5,6,7-trimethoxy-4-(4-methoxyphenyl)-1-methyl-1H-naphtho[2,3-d]imidazole

{5-[hydroxy-(3,4,5-trimethoxyphenyl)methyl]-1-methyl-1H-imidazol-4-yl}(4-methoxyphenyl)methanol

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