Benzenamine, 2-[[[(1,1-dimethylethyl)dimethylsilyl]oxy]methyl]-

Base Information

• Chemical Name: Benzenamine, 2-[[[(1,1-dimethylethyl)dimethylsilyl]oxy]methyl]-
• CAS No.: 68847-33-6
• Molecular Formula: C13H23NOSi
• Molecular Weight: 237.417
• DSSTox Substance ID: DTXSID80456667
• Nikkaji Number: J2.123.126F
• Wikidata: Q82279221
• Mol file: 68847-33-6.mol

Synonyms:68847-33-6;2-(((tert-Butyldimethylsilyl)oxy)methyl)aniline;Benzenamine, 2-[[[(1,1-dimethylethyl)dimethylsilyl]oxy]methyl]-;SCHEMBL3940682;DTXSID80456667;JGBGPSUAJCWTTD-UHFFFAOYSA-N;MFCD29067169;2-(t-Butyldimethylsilyloxymethyl)aniline;[t-butyidimethylsilyloxy]methyl-benzenamine;[t-butyldimethylsilyloxy]methyl-benzenamine;2-[(tert-Butyldimethylsiloxy)methyl]aniline

Chemical Property of Benzenamine, 2-[[[(1,1-dimethylethyl)dimethylsilyl]oxy]methyl]-

Chemical Property:

• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 237.154890892
• Heavy Atom Count: 16
• Complexity: 223

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)[Si](C)(C)OCC1=CC=CC=C1N

Technology Process of Benzenamine, 2-[[[(1,1-dimethylethyl)dimethylsilyl]oxy]methyl]-

There total 4 articles about Benzenamine, 2-[[[(1,1-dimethylethyl)dimethylsilyl]oxy]methyl]- 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%

2-Aminobenzyl alcohol (5344-90-1) + tert-butyldimethylsilyl chloride (18162-48-6) → 2-[(1,1,2,2-tetramethyl-1-silapropoxy)methyl]phenylamine (68847-33-6)

Guidance literature:

2-Aminobenzyl alcohol; With sodium hydride; In tetrahydrofuran; mineral oil; for 0.166667h; Inert atmosphere; Cooling with ice;

tert-butyldimethylsilyl chloride; In tetrahydrofuran; mineral oil; at 20 ℃; Inert atmosphere; Cooling with ice;

DOI:10.3987/COM-18-S(T)85

Reference yield:

2-Nitrobenzyl alcohol (612-25-9) → 2-[(1,1,2,2-tetramethyl-1-silapropoxy)methyl]phenylamine (68847-33-6)

Guidance literature:

Multi-step reaction with 2 steps

1.1: palladium 10% on activated carbon; hydrogen / ethyl acetate; ethanol / 18 h / 20 °C

2.1: sodium hydride / mineral oil; tetrahydrofuran / 0.17 h / Inert atmosphere; Cooling with ice

2.2: 20 °C / Inert atmosphere; Cooling with ice

With palladium 10% on activated carbon; hydrogen; sodium hydride; In tetrahydrofuran; ethanol; ethyl acetate; mineral oil;

DOI:10.3987/COM-18-S(T)85

Reference yield:

2-nitro-benzaldehyde (552-89-6) → 2-[(1,1,2,2-tetramethyl-1-silapropoxy)methyl]phenylamine (68847-33-6)

Guidance literature:

Multi-step reaction with 3 steps

1: sodium tetrahydroborate / tetrahydrofuran; methanol / 2 h / 25 °C

2: charcoal / tetrahydrofuran; water / Inert atmosphere

3: 1H-imidazole / dichloromethane / 24 h / 20 °C

With 1H-imidazole; sodium tetrahydroborate; In tetrahydrofuran; methanol; dichloromethane; water;

DOI:10.1039/d0cc07125k

upstream raw materials:

2-Aminobenzyl alcohol

tert-butyldimethylsilyl chloride

2-Nitrobenzyl alcohol

2-nitro-benzaldehyde

Downstream raw materials:

N-(2-t-Butyldimethylsilyloxymethylphenyl)thioformamid

tert-butyl(2-isocyanatobenzyloxy)dimethylsilane

N-[2-(tert-butyldimethylsilanyloxymethyl)phenyl]-2-nitrobenzenesulfonamide

N-(2-(((tert-butyldimethylsilyl)oxy)methyl)phenyl)-4-nitrobenzenesulfonamide