1-(4-Fluorophenyl)-5-methyl-2-phenylhexane-1,4-dione

Base Information

• Chemical Name: 1-(4-Fluorophenyl)-5-methyl-2-phenylhexane-1,4-dione
• CAS No.: 135833-82-8
• Molecular Formula: C19H19FO2
• Molecular Weight: 298.357
• Hs Code.: 2914700090
• DSSTox Substance ID: DTXSID40563664
• Nikkaji Number: J2.900.965A
• Mol file: 135833-82-8.mol

Synonyms:1-(4-Fluorophenyl)-5-methyl-2-phenylhexane-1,4-dione;135833-82-8;1-(4-fluorophenyl)-5-methyl-2-phenyl-hexane-1,4-dione;SCHEMBL915370;DTXSID40563664;BCRLKOWTRVWECA-UHFFFAOYSA-N;AKOS016008267;1-(4-fluorophenyl)-5-methyl-2-phenyl-1,4-Hexanedione

Chemical Property of 1-(4-Fluorophenyl)-5-methyl-2-phenylhexane-1,4-dione

Chemical Property:

• PSA: 34.14000
• LogP: 4.40740
• Storage Temp.: 2-8°C
• XLogP3: 4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 6
• Exact Mass: 298.13690801
• Heavy Atom Count: 22
• Complexity: 377

Purity/Quality:

97% ^*data from raw suppliers

1-(4-Fluorophenyl)-5-methyl-2-phenylhexane-1,4-dione 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 1-(4-Fluorophenyl)-5-methyl-2-phenylhexane-1,4-dione

There total 7 articles about 1-(4-Fluorophenyl)-5-methyl-2-phenylhexane-1,4-dione 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: 77.0%

1-(4-fluorophenyl)-2-phenylethanone (347-84-2) + 1-bromo-3-methyl-2-butanone (19967-55-6) → 1-(4-fluorophenyl)-5-methyl-2-phenyl-1,4-hexanedione (135833-82-8)

Guidance literature:

With sodium hexamethyldisilazane; In tetrahydrofuran; at -78 - 20 ℃; for 12h; Inert atmosphere;

DOI:10.1021/jacs.7b08343

Reference yield: 68.0%

4-fluorobenzaldehyde (459-57-4) + methyl 4-methyl-3-oxo-2-(phenylmethylene)pentanoate (912998-81-3) → 1-(4-fluorophenyl)-5-methyl-2-phenyl-1,4-hexanedione (135833-82-8)

Guidance literature:

4-fluorobenzaldehyde; methyl 4-methyl-3-oxo-2-(phenylmethylene)pentanoate; With 3-ethyl-5-(2-hydroxyethyl)-4-methyl-1,3-thiazolium bromide; triethylamine; at 70 ℃; for 24h;

With sodium hydroxide; In tetrahydrofuran; water;

With hydrogenchloride; In tetrahydrofuran; water; pH=5;

Reference yield:

(+/-)methyl 2-(2-(4-fluorophenyl)-2-oxo-1-phenylethyl)-4-methyl-3-oxopentanoate (912998-82-4) → 1-(4-fluorophenyl)-5-methyl-2-phenyl-1,4-hexanedione (135833-82-8)

Guidance literature:

With water; sodium hydroxide; In tetrahydrofuran; at 20 ℃; for 24h;

upstream raw materials:

4-fluorobenzaldehyde

methyl 4-methyl-3-oxo-2-(phenylmethylene)pentanoate

Methyl 4-methyl-3-oxopentanoate

benzaldehyde

Downstream raw materials:

1-(3,3-diethoxypropyl)-2-(4-fluorophenyl)-5-(1-methylethyl)-3-phenyl-1H-pyrrole

tert-butyl 2-((4R,6R)-6-(2-(2-(4-fluorophenyl)-5-isopropyl-3-phenyl-1H-pyrrol-1-yl)ethyl)-2,2-dimethyl-1,3-dioxan-4-yl)acetate

1-(2-{(4R,6S)-6-[2-(benzyloxy)ethyl]-2,2-dimethyl-1,3-dioxan-4-yl}ethyl)-2-(4-fluorophenyl)-5-isopropyl-3-phenyl-1H-pyrrole

(4R,6R)-6-{2-[2-(4-Fluoro-phenyl)-5-isopropyl-3-phenyl-pyrrol-1-yl]-ethyl}-4-hydroxy-tetrahydro-pyran-2-one