1,1,1-Trifluoro-4-(3-methoxyphenyl)but-3-EN-2-one

Base Information

• Chemical Name: 1,1,1-Trifluoro-4-(3-methoxyphenyl)but-3-EN-2-one
• CAS No.: 204708-11-2
• Molecular Formula: C₁₁H₉F₃O₂
• Molecular Weight: 230.186
• DSSTox Substance ID: DTXSID50876676
• Nikkaji Number: J2.252.437B,J3.215.171J
• Wikidata: Q82858341
• Mol file: 204708-11-2.mol

Synonyms:1,1,1-TRIFLUORO-4-(3-METHOXYPHENYL)BUT-3-EN-2-ONE;204708-11-2;(E)-1,1,1-trifluoro-4-(3-methoxyphenyl)but-3-en-2-one;(3E)-1,1,1-trifluoro-4-(3-methoxyphenyl)but-3-en-2-one;DTXSID50876676;BBL021749;STK894466;AKOS005144545;3-Methoxystyryl(trifluoromethyl) ketone;3-Buten-2-one,111-triF-4-(3-MeO-phenyl)-;(E)-1,1,1-trifluoro-4-(3-methoxyphenyl)-3-buten-2-one;(E)-1,1,1-Trifluoro-4-(3-methoxyphenyl)-3-butene-2-one

Chemical Property of 1,1,1-Trifluoro-4-(3-methoxyphenyl)but-3-EN-2-one

Chemical Property:

• XLogP3: 3.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 3
• Exact Mass: 230.05546401
• Heavy Atom Count: 16
• Complexity: 271

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: COC1=CC=CC(=C1)C=CC(=O)C(F)(F)F
• Isomeric SMILES: COC1=CC=CC(=C1)/C=C/C(=O)C(F)(F)F

Technology Process of 1,1,1-Trifluoro-4-(3-methoxyphenyl)but-3-EN-2-one

There total 5 articles about 1,1,1-Trifluoro-4-(3-methoxyphenyl)but-3-EN-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: 88.0%

Diethyl methylphosphonate (683-08-9) + 2,2,2-trifluoro-N-phenyl-acetimidoyl chloride (61881-19-4) + 3-methoxy-benzaldehyde (591-31-1) → (E)-1,1,1-trifluoro-4-(3-methoxyphenyl)but-3-en-2-one (204708-11-2)

Guidance literature:

Diethyl methylphosphonate; With lithium diisopropyl amide; In tetrahydrofuran; at -78 ℃; for 0.5h;

2,2,2-trifluoro-N-phenyl-acetimidoyl chloride; In tetrahydrofuran; at -78 ℃; for 1h;

3-methoxy-benzaldehyde; Further stages;

DOI:10.1016/j.tetlet.2010.02.121

Reference yield: 74.0%

1,1,1-trifluoro-4-(3-methoxyphenyl)butan-2-one (1267276-53-8) → (E)-1,1,1-trifluoro-4-(3-methoxyphenyl)but-3-en-2-one (204708-11-2)

Guidance literature:

With 2,6-dimethylpyridine; 4-acetylamino-2,2,6,6-tetramethylpiperidine-1-oxoammonium tetrafluoroborate; In dichloromethane; for 24h; Reflux;

DOI:10.1002/ejoc.201300392

Reference yield: 67.0%

3-methoxyphenyl bromide (2398-37-0) + (E)-4-(dimethylamino)-1,1,1-trifluorobut-3-en-2-one (127223-93-2) → (E)-1,1,1-trifluoro-4-(3-methoxyphenyl)but-3-en-2-one (204708-11-2)

Guidance literature:

3-methoxyphenyl bromide; With n-butyllithium; In tetrahydrofuran; at -70 ℃; for 0.5h;

(E)-4-(dimethylamino)-1,1,1-trifluorobut-3-en-2-one; In tetrahydrofuran; at -60 - 10 ℃; for 1h;

DOI:10.1023/B:RUCB.0000030821.56661.44

upstream raw materials:

3-methoxyphenyl bromide

(E)-4-(dimethylamino)-1,1,1-trifluorobut-3-en-2-one

Diethyl methylphosphonate

2,2,2-trifluoro-N-phenyl-acetimidoyl chloride

Downstream raw materials:

1,1,1-trifluoro-4-(1H-indol-3-yl)-4-(3-methoxyphenyl)butan-2-one