4-(3-Bromo-4-methoxyphenyl)-1,1,1-trifluoro-2-butanone

Base Information

• Chemical Name: 4-(3-Bromo-4-methoxyphenyl)-1,1,1-trifluoro-2-butanone
• CAS No.: 288310-71-4
• Molecular Formula: C₁₁H₁₀BrF₃O₂
• Molecular Weight: 311.098
• DSSTox Substance ID: DTXSID901211601
• Nikkaji Number: J1.387.954K
• Mol file: 288310-71-4.mol

Synonyms:4-(3-Bromo-4-methoxyphenyl)-1,1,1-trifluoro-2-butanone;288310-71-4;DTXSID901211601

Chemical Property of 4-(3-Bromo-4-methoxyphenyl)-1,1,1-trifluoro-2-butanone

Chemical Property:

• XLogP3: 3.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 4
• Exact Mass: 309.98163
• Heavy Atom Count: 17
• Complexity: 268

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: COC1=C(C=C(C=C1)CCC(=O)C(F)(F)F)Br

Technology Process of 4-(3-Bromo-4-methoxyphenyl)-1,1,1-trifluoro-2-butanone

There total 4 articles about 4-(3-Bromo-4-methoxyphenyl)-1,1,1-trifluoro-2-butanone 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:

3-(3-bromo-4-methoxyphenyl)propanoyl chloride (946-62-3) + trifluoroacetic anhydride (407-25-0) → 4-(3-bromo-4-methoxy-phenyl)-1,1,1-trifluoro-bytan-2-one (288310-71-4)

Guidance literature:

With pyridine; In dichloromethane; at -10 ℃; for 5h;

DOI:10.1021/jo000458j

Reference yield:

3-(3-bromo-4-methoxyphenyl)-propionic acid methyl ester (288310-70-3) → 4-(3-bromo-4-methoxy-phenyl)-1,1,1-trifluoro-bytan-2-one (288310-71-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 98 percent / NaOH / methanol; H₂O / 2.5 h / 20 °C

2: oxalyl chloride / CH₂Cl₂ / 3 h / 20 °C

3: 877 mg / pyridine / CH₂Cl₂ / 5 h / -10 °C

With pyridine; sodium hydroxide; oxalyl dichloride; In methanol; dichloromethane; water; 1: Hydrolysis / 2: Substitution / 3: Substitution;

DOI:10.1021/jo000458j

Reference yield:

methyl 3-(4-methoxyphenyl)propionate (15823-04-8) → 4-(3-bromo-4-methoxy-phenyl)-1,1,1-trifluoro-bytan-2-one (288310-71-4)

Guidance literature:

Multi-step reaction with 4 steps

1: 92 percent / Br₂; AlCl₃ / CH₂Cl₂ / 0.33 h / 0 °C

2: 98 percent / NaOH / methanol; H₂O / 2.5 h / 20 °C

3: oxalyl chloride / CH₂Cl₂ / 3 h / 20 °C

4: 877 mg / pyridine / CH₂Cl₂ / 5 h / -10 °C

With pyridine; sodium hydroxide; aluminium trichloride; oxalyl dichloride; bromine; In methanol; dichloromethane; water; 1: Substitution / 2: Hydrolysis / 3: Substitution / 4: Substitution;

DOI:10.1021/jo000458j

upstream raw materials:

3-(3-bromo-4-methoxyphenyl)propanoyl chloride

trifluoroacetic anhydride

3-(3-bromo-4-methoxyphenyl)-propionic acid methyl ester

methyl 3-(4-methoxyphenyl)propionate