4-Methoxy-2-[(trimethylsilyl)methyl]benzenamine

Base Information

• Chemical Name: 4-Methoxy-2-[(trimethylsilyl)methyl]benzenamine
• CAS No.: 114650-47-4
• Molecular Formula: C₁₁H₁₉NOSi
• Molecular Weight: 209.363
• DSSTox Substance ID: DTXSID001242093
• Mol file: 114650-47-4.mol

Synonyms:4-Methoxy-2-[(trimethylsilyl)methyl]benzenamine;DTXSID001242093;114650-47-4

Chemical Property of 4-Methoxy-2-[(trimethylsilyl)methyl]benzenamine

Chemical Property:

• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 209.123590764
• Heavy Atom Count: 14
• Complexity: 179

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: COC1=CC(=C(C=C1)N)C[Si](C)(C)C

Technology Process of 4-Methoxy-2-[(trimethylsilyl)methyl]benzenamine

There total 2 articles about 4-Methoxy-2-[(trimethylsilyl)methyl]benzenamine 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:

para-methoxynitrobenzene (100-17-4) + (trimethylsilyl)methylmagnesium chloride (13170-43-9) → <(p-Methoxyanilino)methyl>trimethylsilan (33183-38-9) + 2-trimethylsilylmethyl-4-anisidine (114650-47-4)

Guidance literature:

With lithium aluminium tetrahydride; palladium on activated charcoal; Yield given. Multistep reaction. Yields of byproduct given; 1) THF, 20 min, -30 deg C, 2) 20 deg C, 2 h;

DOI:10.1016/S0040-4020(01)83464-5

Reference yield:

para-methoxynitrobenzene (100-17-4) + (trimethylsilyl)methylmagnesium chloride (13170-43-9) → 2-trimethylsilylmethyl-4-anisidine (114650-47-4)

Guidance literature:

With lithium aluminium tetrahydride; palladium on activated charcoal; Multistep reaction; 1.) THF, 0 deg C 2.) rt;

DOI:10.1039/c39880000807

Reference yield:

2-trimethylsilylmethyl-4-anisidine (114650-47-4) → 5-methoxy-1-methyl-2-phenyl-1H-indole (117616-09-8)

Guidance literature:

Multi-step reaction with 3 steps

1: Et₃N

2: NaH

3: 83 percent / LDA / tetrahydrofuran / 0.33 h / -20 °C

With sodium hydride; triethylamine; lithium diisopropyl amide; In tetrahydrofuran;

DOI:10.1039/c39880000807

upstream raw materials:

para-methoxynitrobenzene

(trimethylsilyl)methylmagnesium chloride

Downstream raw materials:

(E)-N-(4-Methoxy-2-trimethylsilanylmethyl-phenyl)-3-phenyl-acrylamide

4-methoxy-2-trimethylsilylmethylbenzanilide

(4-Methoxy-2-trimethylsilanylmethyl-phenyl)-carbamic acid methyl ester

5-methoxy-1-methyl-2-phenyl-1H-indole