3-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-4-(5-chloro-2-hydroxy-phenyl)-6-trifluoromethyl-1H-quinolin-2-one

Base Information

• Chemical Name: 3-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-4-(5-chloro-2-hydroxy-phenyl)-6-trifluoromethyl-1H-quinolin-2-one
• CAS No.: 863225-72-3
• Molecular Formula: C₃₄H₃₁ClF₃NO₃Si
• Molecular Weight: 622.159
• Mol file: 863225-72-3.mol

Synonyms:3-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-4-(5-chloro-2-hydroxy-phenyl)-6-trifluoromethyl-1H-quinolin-2-one

Chemical Property of 3-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-4-(5-chloro-2-hydroxy-phenyl)-6-trifluoromethyl-1H-quinolin-2-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-4-(5-chloro-2-hydroxy-phenyl)-6-trifluoromethyl-1H-quinolin-2-one

There total 1 articles about 3-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-4-(5-chloro-2-hydroxy-phenyl)-6-trifluoromethyl-1H-quinolin-2-one 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: 81.0%

tert-butylchlorodiphenylsilane (58479-61-1) + 4-(5-chloro-2-hydroxyphenyl)-3-(2-hydroxyethyl)-6-(trifluoromethyl)-2(1H)-quinolinone (275375-69-4,722497-38-3,722497-39-4) → 3-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-4-(5-chloro-2-hydroxy-phenyl)-6-trifluoromethyl-1H-quinolin-2-one (863225-72-3)

Guidance literature:

With 1H-imidazole; In DMF (N,N-dimethyl-formamide); at 20 ℃; for 3h;

Reference yield: 96.0%

3-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-4-(5-chloro-2-hydroxy-phenyl)-6-trifluoromethyl-1H-quinolin-2-one (863225-72-3) + acetic anhydride (108-24-7) → 2-(3-(2-(tert-butyldiphenylsilyloxy)ethyl)-2-oxo-6-(trifluoromethyl)-1,2-dihydroquinolin-4-yl)-4-chlorophenyl acetate (721918-21-4)

Guidance literature:

With triethylamine; In dichloromethane; at 20 ℃; for 4h;

Reference yield:

3-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-4-(5-chloro-2-hydroxy-phenyl)-6-trifluoromethyl-1H-quinolin-2-one (863225-72-3) → C38H39ClF3NO3Si

Guidance literature:

Multi-step reaction with 6 steps

1: 6.82 g / Et₃N / CH₂Cl₂ / 4 h / 20 °C

2: 79 percent / K₂CO₃ / acetone / 18 h / 20 °C

3: LiOH*H₂O / ethanol / 4 h / 20 °C

4: 0.24 g / potassium carbonate / acetone / 18 h / 20 °C

5: 82 percent / 1,2-dichloro-benzene / 72 h / Heating

6: H₂ / Pt on sulfided carbon / methanol / 18 h / 20 °C

With lithium hydroxide; hydrogen; potassium carbonate; triethylamine; Pt on sulfided carbon; In methanol; ethanol; dichloromethane; 1,2-dichloro-benzene; acetone; 5: Claisen rearrangement;

DOI:10.1021/jm061093j

upstream raw materials:

tert-butylchlorodiphenylsilane

4-(5-chloro-2-hydroxyphenyl)-3-(2-hydroxyethyl)-6-(trifluoromethyl)-2(1H)-quinolinone

Downstream raw materials:

(2-{3-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-2-oxo-6-trifluoromethyl-1,2-dihydro-quinolin-4-yl}-4-chloro-phenoxy)-acetonitrile

[3-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-4-(5-chloro-2-hydroxy-phenyl)-2-oxo-6-trifluoromethyl-2H-quinolin-1-yl]-acetonitrile

2-(3-(2-(tert-butyldiphenylsilyloxy)ethyl)-2-oxo-6-(trifluoromethyl)-1,2-dihydroquinolin-4-yl)-4-chlorophenyl acetate

3-(2-(tert-butyldiphenylsilyloxy)ethyl)-4-(5-chloro-2-(2-methylallyloxy)phenyl)-1-methyl-6-(trifluoromethyl)quinolin-2(1H)-one