1-(3-chlorophenyl)-4-phenylbutane-1,4-dione

Base Information

• Chemical Name: 1-(3-chlorophenyl)-4-phenylbutane-1,4-dione
• CAS No.: 1014980-13-2
• Molecular Formula: C₁₆H₁₃ClO₂
• Molecular Weight: 272.731
• Mol file: 1014980-13-2.mol

Synonyms:1-(3-chlorophenyl)-4-phenylbutane-1,4-dione

Chemical Property of 1-(3-chlorophenyl)-4-phenylbutane-1,4-dione

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-(3-chlorophenyl)-4-phenylbutane-1,4-dione

There total 12 articles about 1-(3-chlorophenyl)-4-phenylbutane-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: 82.0%

1-acetoxy-1-phenylethene (2206-94-2) + 3-chlorophenacyl chloride (21886-56-6) → 1-(3-chlorophenyl)-4-phenylbutane-1,4-dione (1014980-13-2)

Guidance literature:

With dipotassium hydrogenphosphate; fac-tris(2-phenylpyridinato-N,C₂')iridium(III); In acetone; at 20 ℃; for 24h; Inert atmosphere; Sealed tube; Irradiation;

DOI:10.1002/adsc.202000791

Reference yield: 47.0%

(E)-4-(3-chlorophenyl)-4-hydroxy-1-phenylbut-2-en-1-one → 1-(3-chlorophenyl)-4-phenylbutane-1,4-dione (1014980-13-2) + (S,E)-4-(3-chlorophenyl)-4-hydroxy-1-phenylbut-2-en-1-one

Guidance literature:

With C₅₈H₄₁I₄KO₆; In dibutyl ether; at 20 ℃; for 1h; enantioselective reaction; Inert atmosphere; Schlenk technique; Resolution of racemate;

DOI:10.1021/jacs.8b12796

Reference yield:

C16H13ClO2 → 1-(3-chlorophenyl)-4-phenylbutane-1,4-dione (1014980-13-2) + C16H13ClO2

Guidance literature:

With C₅₈H₄₁I₄KO₆; In dibutyl ether; at 20 ℃; for 1h; Overall yield = 47 %; Overall yield = 12.8 mg; Schlenk technique;

upstream raw materials:

α-bromoacetophenone

3'-Chloroacetophenone

m-Chlorobenzaldehyde

3-chloromandelic acid

Downstream raw materials:

C₁₈H₁₄ClNO₂

Refernces

• 1、 Liu, Yidong,Liu, Song,Li, Dongmei,Zhang, Nan,Peng, Lei,Ao, Jun,Song, Choong Eui,Lan, Yu,Yan, Hailong. "Kinetic Resolution of Allylic Alcohol with Chiral BINOL-Based Alkoxides: A Combination of Experimental and Theoretical Studies". . p. 1150 - 1159. Retrieved 2019/01/11.
• 2、 Cole, Derek C.,Stock, Joseph R.,Chopra, Rajiv,Cowling, Rebecca,Ellingboe, John W.,Fan, Kristi Y.,Harrison, Boyd L.,Hu, Yun,Jacobsen, Steve,Jennings, Lee D.,Jin, Guixian,Lohse, Peter A.,Malamas, Michael S.,Manas, Eric S.,Moore, William J.,O'Donnell, Mary-Margaret,Olland, Andrea M.,Robichaud, Albert J.,Svenson, Kristine,Wu, JunJun,Wagner, Eric,Bard, Jonathan. "Acylguanidine inhibitors of β-secretase: Optimization of the pyrrole ring substituents extending into the S1 and S3 substrate binding pockets". . p. 1063 - 1066. Retrieved 2008/09/19.