2-benzyloxy-7-methoxycarbazole-3-carbaldehyde

Base Information

• Chemical Name: 2-benzyloxy-7-methoxycarbazole-3-carbaldehyde
• CAS No.: 1638631-80-7
• Molecular Formula: C₂₁H₁₇NO₃
• Molecular Weight: 331.371
• Mol file: 1638631-80-7.mol

Synonyms:2-benzyloxy-7-methoxycarbazole-3-carbaldehyde

Chemical Property of 2-benzyloxy-7-methoxycarbazole-3-carbaldehyde

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-benzyloxy-7-methoxycarbazole-3-carbaldehyde

There total 7 articles about 2-benzyloxy-7-methoxycarbazole-3-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: 87.0%

2-(benzyloxy)-7-methoxy-3-methyl-9H-carbazole (1021685-17-5) → 2-benzyloxy-7-methoxycarbazole-3-carbaldehyde (1638631-80-7)

Guidance literature:

With 2,3-dicyano-5,6-dichloro-p-benzoquinone; In tetrahydrofuran; methanol; water; at 20 ℃; for 0.616667h;

DOI:10.1002/ejoc.201402201

Reference yield:

benzyl bromide (100-39-0) → 2-benzyloxy-7-methoxycarbazole-3-carbaldehyde (1638631-80-7)

Guidance literature:

Multi-step reaction with 4 steps

1: potassium carbonate / acetone / 17 h / Inert atmosphere; Reflux

2: palladium diacetate; dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; caesium carbonate / toluene / 18 h / 100 °C / Inert atmosphere

3: palladium diacetate; trimethylpyruvic acid; copper diacetate / 4 h / 110 °C / Microwave irradiation

4: 2,3-dicyano-5,6-dichloro-p-benzoquinone / methanol; tetrahydrofuran; water / 0.62 h / 20 °C

With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; copper diacetate; palladium diacetate; potassium carbonate; caesium carbonate; trimethylpyruvic acid; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In tetrahydrofuran; methanol; water; acetone; toluene; 2: |Buchwald-Hartwig Coupling;

DOI:10.1002/ejoc.201402201

Reference yield:

5-bromo-2-methylphenol (36138-76-8) → 2-benzyloxy-7-methoxycarbazole-3-carbaldehyde (1638631-80-7)

Guidance literature:

Multi-step reaction with 4 steps

1: potassium carbonate / acetone / 17 h / Inert atmosphere; Reflux

2: palladium diacetate; dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; caesium carbonate / toluene / 18 h / 100 °C / Inert atmosphere

3: palladium diacetate; trimethylpyruvic acid; copper diacetate / 4 h / 110 °C / Microwave irradiation

4: 2,3-dicyano-5,6-dichloro-p-benzoquinone / methanol; tetrahydrofuran; water / 0.62 h / 20 °C

With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; copper diacetate; palladium diacetate; potassium carbonate; caesium carbonate; trimethylpyruvic acid; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In tetrahydrofuran; methanol; water; acetone; toluene; 2: |Buchwald-Hartwig Coupling;

DOI:10.1002/ejoc.201402201

upstream raw materials:

benzyl bromide

5-bromo-2-methylphenol

2-(benzyloxy)-4-bromo-1-methylbenzene

3-methoxyphenyl bromide

Downstream raw materials:

2-hydroxy-3-formyl-7-methoxycarbazole