(5-CHLORO-3-METHYL-1-BENZOFURAN-2-YL)(PHENYL)METHANONE

Base Information

• Chemical Name: (5-CHLORO-3-METHYL-1-BENZOFURAN-2-YL)(PHENYL)METHANONE
• CAS No.: 303145-32-6
• Molecular Formula: C₁₆H₁₁ClO₂
• Molecular Weight: 270.715
• Mol file: 303145-32-6.mol

Synonyms:(5-chloro-3-methylbenzofuran-2-yl)phenylmethanone

Chemical Property of (5-CHLORO-3-METHYL-1-BENZOFURAN-2-YL)(PHENYL)METHANONE

Chemical Property:

Purity/Quality:

(5-Chloro-3-methyl-1-benzofuran-2-yl)(phenyl)methanone ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (5-CHLORO-3-METHYL-1-BENZOFURAN-2-YL)(PHENYL)METHANONE

There total 3 articles about (5-CHLORO-3-METHYL-1-BENZOFURAN-2-YL)(PHENYL)METHANONE 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: 81.0%

5-chloro-2-hydroxyacetophenone (1450-74-4) + 1-phenyl-2-hydroxyethanone (582-24-1) → (5-chloro-3-methylbenzofuran-2-yl)phenylmethanone (303145-32-6)

Guidance literature:

5-chloro-2-hydroxyacetophenone; With bismuth(lll) trifluoromethanesulfonate; In nitromethane; at 25 ℃; for 0.166667h; Green chemistry;

1-phenyl-2-hydroxyethanone; In nitromethane; at 60 ℃; for 12h; chemoselective reaction; Green chemistry;

DOI:10.1002/adsc.202100143

Reference yield: 72.0%

1-phenylbut-2-yn-1-ol (32398-66-6) + N-(4-chlorophenoxy)acetamide → (5-chloro-3-methylbenzofuran-2-yl)phenylmethanone (303145-32-6)

Guidance literature:

With dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer; sodium acetate; In dichloromethane; at 50 ℃; for 24h; chemoselective reaction;

DOI:10.1021/acscatal.8b02402

Reference yield: 70.0%

5-chloro-2-hydroxyacetophenone (1450-74-4) + α-bromoacetophenone (70-11-1) → (5-chloro-3-methylbenzofuran-2-yl)phenylmethanone (303145-32-6)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 120 ℃; for 1h; Inert atmosphere;

DOI:10.1002/jms.4024

upstream raw materials:

5-chloro-2-hydroxyacetophenone

α-bromoacetophenone

1-phenylbut-2-yn-1-ol

1-phenyl-2-hydroxyethanone

Downstream raw materials:

(3-bromomethyl-5-chloro-benzofuran-2-yl)-phenyl-methanone

(5-chloro-3-imidazol-1-ylmethyl-benzofuran-2-yl)-phenyl-methanone

(5-chloro-3-[1,2,4]triazol-1-ylmethyl-benzofuran-2-yl)-phenyl-methanone

Refernces

• 1、 Yi, Wei,Chen, Weijie,Liu, Fu-Xiaomin,Zhong, Yuting,Wu, Dan,Zhou, Zhi,Gao, Hui. "Rh(III)-Catalyzed and Solvent-Controlled Chemoselective Synthesis of Chalcone and Benzofuran Frameworks via Synergistic Dual Directing Groups Enabled Regioselective C-H Functionalization: A Combined Experimental and Computational Study". . p. 9508 - 9519. Retrieved 2018/09/27.
• 2、 Gündo?du-Karaburun, Nalan,Benkli, Kadriye,Tunali, Ya?mur,U?ucu, ümit,Demirayak, ?eref. "Synthesis and?antifungal activities of?some?aryl [3-(imidazol-1-yl/triazol-1-ylmethyl) benzofuran-2-yl] ketoximes". . p. 651 - 656. Retrieved 2007/10/03.