Ethyl 2-[bis(4-fluorophenyl)methylidene]-3-methylbutanoate

Base Information

• Chemical Name: Ethyl 2-[bis(4-fluorophenyl)methylidene]-3-methylbutanoate
• CAS No.: 118559-08-3
• Molecular Formula: C20H20F2O2
• Molecular Weight: 330.374
• DSSTox Substance ID: DTXSID20554752
• Mol file: 118559-08-3.mol

Synonyms:118559-08-3;Ethyl 2-[bis(4-fluorophenyl)methylidene]-3-methylbutanoate;SCHEMBL9622449;DTXSID20554752;VPZJYKTWLGFDPJ-UHFFFAOYSA-N;Ethyl 3,3-bis(4-fluorophenyl)-2-(1-methylethyl)propenoate

Chemical Property of Ethyl 2-[bis(4-fluorophenyl)methylidene]-3-methylbutanoate

Chemical Property:

• XLogP3: 5.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 6
• Exact Mass: 330.14313620
• Heavy Atom Count: 24
• Complexity: 419

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C(=C(C1=CC=C(C=C1)F)C2=CC=C(C=C2)F)C(C)C

Technology Process of Ethyl 2-[bis(4-fluorophenyl)methylidene]-3-methylbutanoate

There total 4 articles about Ethyl 2-[bis(4-fluorophenyl)methylidene]-3-methylbutanoate 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%

ethyl 3,3-bis(4-fluorophenyl)-3-hydroxy-2-(1-methylethyl)-propionate (118559-07-2) → ethyl 3,3-bis(4-fluorophenyl)-2-(1-methylethyl)propenoate (118559-08-3)

Guidance literature:

With toluene-4-sulfonic acid; In toluene; for 1h; Heating;

DOI:10.1016/S0040-4039(00)82484-3

Reference yield:

4,4'-Difluorobenzophenone (345-92-6) → ethyl 3,3-bis(4-fluorophenyl)-2-(1-methylethyl)propenoate (118559-08-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) lithium diisopropylamide / 1.) THF, -78 deg C, 30 min, 2.) THF, a) -78 deg C, 2 h, b) 0 deg C, 10 min

2: 100 percent / p-toluenesulfonic acid / toluene / 12 h / Heating

With toluene-4-sulfonic acid; lithium diisopropyl amide; In toluene;

DOI:10.1246/bcsj.68.364

Reference yield:

Ethyl isovalerate (108-64-5) → ethyl 3,3-bis(4-fluorophenyl)-2-(1-methylethyl)propenoate (118559-08-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) lithium diisopropylamide / 1.) THF, -78 deg C, 30 min, 2.) THF, a) -78 deg C, 2 h, b) 0 deg C, 10 min

2: 100 percent / p-toluenesulfonic acid / toluene / 12 h / Heating

With toluene-4-sulfonic acid; lithium diisopropyl amide; In toluene;

DOI:10.1246/bcsj.68.364

upstream raw materials:

ethyl 3,3-bis(4-fluorophenyl)-3-hydroxy-2-(1-methylethyl)-propionate

Ethyl isovalerate

4,4'-Difluorobenzophenone

Downstream raw materials:

(E)-(3R,5R)-8-[Bis-(4-fluoro-phenyl)-methylene]-3,5-dihydroxy-9-methyl-dec-6-enoic acid ethyl ester

(E)-(3S,5R)-8-[Bis-(4-fluoro-phenyl)-methylene]-3,5-dihydroxy-9-methyl-dec-6-enoic acid ethyl ester

(E)-8-[Bis-(4-fluoro-phenyl)-methylene]-5-hydroxy-9-methyl-3-oxo-dec-6-enoic acid ethyl ester

(E)-4-[Bis-(4-fluoro-phenyl)-methylene]-5-methyl-hex-2-enenitrile