N-(3-methoxyphenyl)-4-methyl-3-(triisopropylsilyloxy)aniline

Base Information

• Chemical Name: N-(3-methoxyphenyl)-4-methyl-3-(triisopropylsilyloxy)aniline
• CAS No.: 1643447-98-6
• Molecular Formula: C₂₃H₃₅NO₂Si
• Molecular Weight: 385.622
• Mol file: 1643447-98-6.mol

Synonyms:N-(3-methoxyphenyl)-4-methyl-3-(triisopropylsilyloxy)aniline

Chemical Property of N-(3-methoxyphenyl)-4-methyl-3-(triisopropylsilyloxy)aniline

Chemical Property:

Purity/Quality:

Safty Information:

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MSDS Files:

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Technology Process of N-(3-methoxyphenyl)-4-methyl-3-(triisopropylsilyloxy)aniline

There total 6 articles about N-(3-methoxyphenyl)-4-methyl-3-(triisopropylsilyloxy)aniline 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: 100.0%

3-methoxyphenyl bromide (2398-37-0) + 4-methyl-3-(triisopropylsilyloxy)aniline (582322-76-7) → N-(3-methoxyphenyl)-4-methyl-3-(triisopropylsilyloxy)aniline (1643447-98-6)

Guidance literature:

With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; palladium diacetate; caesium carbonate; In toluene; at 100 ℃; for 31h; Inert atmosphere;

DOI:10.1039/c4ob00367e

Reference yield: 96.0%

4-bromo-2-(triisopropylsilyloxy)toluene (1643447-99-7) + m-Anisidine (536-90-3,918666-97-4) → N-(3-methoxyphenyl)-4-methyl-3-(triisopropylsilyloxy)aniline (1643447-98-6)

Guidance literature:

With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; palladium diacetate; caesium carbonate; In toluene; at 100 ℃; for 28h; Inert atmosphere;

DOI:10.1039/c4ob00367e

Reference yield:

triisopropylsilyl chloride (13154-24-0) → N-(3-methoxyphenyl)-4-methyl-3-(triisopropylsilyloxy)aniline (1643447-98-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 1H-imidazole / N,N-dimethyl-formamide / 21.5 h / 20 °C / Inert atmosphere

2: dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; caesium carbonate; palladium diacetate / toluene / 28 h / 100 °C / Inert atmosphere

With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; 1H-imidazole; palladium diacetate; caesium carbonate; In N,N-dimethyl-formamide; toluene; 2: |Buchwald-Hartwig Coupling;

DOI:10.1039/c4ob00367e

upstream raw materials:

5-bromo-2-methylphenol

4-bromo-2-(triisopropylsilyloxy)toluene

m-Anisidine

triisopropylsilyl chloride

Downstream raw materials:

pyrayafoline D