4-Chloro-2-trifluoroacetyl-6-(tert-butyldimethylsilyloxy)aniline

Base Information

• Chemical Name: 4-Chloro-2-trifluoroacetyl-6-(tert-butyldimethylsilyloxy)aniline
• CAS No.: 205756-24-7
• Molecular Formula: C14H19ClF3NO2Si
• Molecular Weight: 353.8398696
• DSSTox Substance ID: DTXSID30579678
• Wikidata: Q82470282
• Mol file: 205756-24-7.mol

Synonyms:4-Chloro-2-trifluoroacetyl-6-(tert-butyldimethylsilyloxy)aniline;205756-24-7;1-[2-amino-3-[tert-butyl(dimethyl)silyl]oxy-5-chlorophenyl]-2,2,2-trifluoroethanone;SCHEMBL6988881;DTXSID30579678;1-(2-Amino-3-{[tert-butyl(dimethyl)silyl]oxy}-5-chlorophenyl)-2,2,2-trifluoroethan-1-one;2'-Amino-5'-chloro-3'-(t-butyldimethylsilyloxy)-2,2,2-trifluoroacetophenone

Chemical Property of 4-Chloro-2-trifluoroacetyl-6-(tert-butyldimethylsilyloxy)aniline

Chemical Property:

• PSA: 52.32000
• LogP: 5.63240
• Solubility.: Chloroform, Dichloromethane, Ethyl Acetate, Methanol
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 4
• Exact Mass: 353.0825676
• Heavy Atom Count: 22
• Complexity: 423

Purity/Quality:

97% ^*data from raw suppliers

4-Chloro-2-trifluoroacetyl-6-(tert-butyldimethylsilyloxy)aniline ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)[Si](C)(C)OC1=CC(=CC(=C1N)C(=O)C(F)(F)F)Cl
• Uses: 4-Chloro-2-trifluoroacetyl-6-(tert-butyldimethylsilyloxy)aniline (cas# 205756-24-7_x000D__x000D_) is a compound useful in organic synthesis.

Technology Process of 4-Chloro-2-trifluoroacetyl-6-(tert-butyldimethylsilyloxy)aniline

There total 7 articles about 4-Chloro-2-trifluoroacetyl-6-(tert-butyldimethylsilyloxy)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:

1H-imidazole (288-32-4) + hexanes-ether + t-butyldimethylsiyl triflate (69739-34-0) + 2'-amino-5'-chloro-3'-hydroxy-2,2,2-trifluoroacetophenone (205756-23-6) → 2'-amino-5'-chloro-3'-(t-butyldimethylsilyloxy)-2,2,2-trifluoroacetophenone (205756-24-7)

Guidance literature:

In N,N-dimethyl-formamide;

Reference yield:

t-butyldimethylsiyl triflate (69739-34-0) + 2'-amino-5'-chloro-3'-hydroxy-2,2,2-trifluoroacetophenone (205756-23-6) → 2'-amino-5'-chloro-3'-(t-butyldimethylsilyloxy)-2,2,2-trifluoroacetophenone (205756-24-7)

Guidance literature:

With 1H-imidazole; In N,N-dimethyl-formamide; at 0 ℃;

DOI:10.1016/S0960-894X(01)00012-9

Reference yield:

1-chloro-3-methoxy-4-nitrobenzene (6627-53-8) → 2'-amino-5'-chloro-3'-(t-butyldimethylsilyloxy)-2,2,2-trifluoroacetophenone (205756-24-7)

Guidance literature:

Multi-step reaction with 6 steps

1: SnCl₂; EtOH / Heating

2: NEt₃ / CH₂Cl₂

3: s-BuLi / tetrahydrofuran / -20 - 0 °C

4: aq. HCl / 1,2-dimethoxy-ethane / Heating

5: BBr₃ / CH₂Cl₂

6: imidazole / dimethylformamide / 0 °C

With 1H-imidazole; hydrogenchloride; ethanol; sec.-butyllithium; boron tribromide; triethylamine; tin(ll) chloride; In tetrahydrofuran; 1,2-dimethoxyethane; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/S0960-894X(01)00012-9

upstream raw materials:

t-butyldimethylsiyl triflate

2'-amino-5'-chloro-3'-hydroxy-2,2,2-trifluoroacetophenone

1-chloro-3-methoxy-4-nitrobenzene

4-chloro-o-anisidine

Downstream raw materials:

2-(2-Amino-5-chloro-3-(t-butyldimethylsilyloxy)-phenyl)-4-cyclopropyl-1,1,1-trifluoro-3-butyn-2-ol

8-(tert-butyl-dimethyl-silanyloxy)-6-chloro-4-cyclopropylethynyl-4-trifluoromethyl-1,4-dihydro-benzo[d][1,3]oxazin-2-one

6-chloro-4-cyclopropylethynyl-8-hydroxy-4-trifluoromethyl-1,4-dihydro-benzo[d][1,3]oxazin-2-one

8-Hydroxyefavirenz

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