3-trimethylsilylsalicylaldehyde methyl ether

Base Information

• Chemical Name: 3-trimethylsilylsalicylaldehyde methyl ether
• CAS No.: 444095-28-7
• Molecular Formula: C₁₁H₁₆O₂Si
• Molecular Weight: 208.332
• Mol file: 444095-28-7.mol

Synonyms:3-trimethylsilylsalicylaldehyde methyl ether

Chemical Property of 3-trimethylsilylsalicylaldehyde methyl ether

Chemical Property:

Purity/Quality:

Safty Information:

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MSDS Files:

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Technology Process of 3-trimethylsilylsalicylaldehyde methyl ether

There total 4 articles about 3-trimethylsilylsalicylaldehyde methyl ether 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%

(2-methoxy-phenyl)-trimethyl-silane (704-43-8) + N,N-dimethyl-formamide (68-12-2,33513-42-7) → 3-trimethylsilylsalicylaldehyde methyl ether (444095-28-7)

Guidance literature:

(2-methoxy-phenyl)-trimethyl-silane; In hexane; at -20 ℃; for 0.5h; Inert atmosphere; Sealed tube;

With N,N,N,N,-tetramethylethylenediamine; tert.-butyl lithium; In hexane; pentane; at -20 ℃; for 72h; Inert atmosphere;

N,N-dimethyl-formamide; In hexane; pentane; at -20 ℃; for 12h; Inert atmosphere;

DOI:10.1016/j.jorganchem.2019.121068

Reference yield:

(2-methoxy-phenyl)-trimethyl-silane (704-43-8) + N,N-dimethyl-formamide (68-12-2,33513-42-7) → 3-methoxy-4-(trimethylsilyl)benzaldehyde + 3-trimethylsilylsalicylaldehyde methyl ether (444095-28-7)

Guidance literature:

(2-methoxy-phenyl)-trimethyl-silane; With potassium tert-butylate; In hexane; at -20 ℃; for 0.5h; Inert atmosphere; Sealed tube;

With N,N,N,N,-tetramethylethylenediamine; In hexane; at -20 ℃; for 72h; Inert atmosphere;

N,N-dimethyl-formamide; In hexane; at -20 ℃; for 12h; Inert atmosphere;

DOI:10.1016/j.jorganchem.2019.121068

Reference yield:

2-bromoanisole (578-57-4) → 3-methoxy-4-(trimethylsilyl)benzaldehyde + 3-trimethylsilylsalicylaldehyde methyl ether (444095-28-7)

Guidance literature:

Multi-step reaction with 2 steps

1.1: diethyl ether / 0.5 h / -20 °C / Inert atmosphere; Sealed tube

1.2: 12 h / -20 °C / Inert atmosphere

2.1: potassium tert-butylate / hexane / 0.5 h / -20 °C / Inert atmosphere; Sealed tube

2.2: 72 h / -20 °C / Inert atmosphere

2.3: 12 h / -20 °C / Inert atmosphere

With potassium tert-butylate; In diethyl ether; hexane;

DOI:10.1016/j.jorganchem.2019.121068

upstream raw materials:

(2-methoxy-phenyl)-trimethyl-silane

N,N-dimethyl-formamide

2-bromoanisole

Downstream raw materials:

2-hydroxy-3-(trimethylsilyl)benzaldehyde