2-(2-benzoylphenyl)-1-(p-tolyl)ethanone

Base Information

• Chemical Name: 2-(2-benzoylphenyl)-1-(p-tolyl)ethanone
• CAS No.: 1138559-17-7
• Molecular Formula: C₂₂H₁₈O₂
• Molecular Weight: 314.384
• Mol file: 1138559-17-7.mol

Synonyms:2-(2-benzoylphenyl)-1-(p-tolyl)ethanone

Chemical Property of 2-(2-benzoylphenyl)-1-(p-tolyl)ethanone

Chemical Property:

Purity/Quality:

Safty Information:

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MSDS Files:

Useful:

Technology Process of 2-(2-benzoylphenyl)-1-(p-tolyl)ethanone

There total 2 articles about 2-(2-benzoylphenyl)-1-(p-tolyl)ethanone 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: 55.0%

3-(4-methylphenyl)-1H-isochromen-1-one (62827-73-0) + phenylmagnesium bromide (100-58-3) → 2-(2-benzoylphenyl)-1-(p-tolyl)ethanone (1138559-17-7)

Guidance literature:

In tetrahydrofuran; at -30 - 25 ℃;

DOI:10.1021/acs.orglett.7b00555

Reference yield:

2-Iodobenzoic acid (88-67-5) + 1,3-bis(p-methylphenyl)-1,3-propanedione (3594-36-3) → 2-(2-benzoylphenyl)-1-(p-tolyl)ethanone (1138559-17-7)

Guidance literature:

Multi-step reaction with 2 steps

1: caesium carbonate / acetonitrile / 8 h / 100 °C / Inert atmosphere

2: tetrahydrofuran / -30 - 25 °C

With caesium carbonate; In tetrahydrofuran; acetonitrile;

DOI:10.1021/acs.orglett.7b00555

Reference yield:

(E)-3-phenylpropenal (14371-10-9) + 2-(2-benzoylphenyl)-1-(p-tolyl)ethanone (1138559-17-7) → ((2R)-2,4-diphenyl-1,2-dihydronaphthalen-1-yl)(p-tolyl)methanone + 2,4-diphenyl-1,2-dihydronaphthalen-1-yl(p-tolyl)methanone

Guidance literature:

2-(2-benzoylphenyl)-1-(p-tolyl)ethanone; With BF₄^(1-)*C₂₁H₂₂N₃O⁽¹⁺⁾; 3.3'.5.5'-Tetra-tert-butyl-diphenochinon; In toluene; at 20 ℃; Molecular sieve; Inert atmosphere;

(E)-3-phenylpropenal; With 1,8-diazabicyclo[5.4.0]undec-7-ene; In toluene; at 20 ℃; for 10h; Overall yield = 60 %; Overall yield = 0.024 g; enantioselective reaction; Molecular sieve; Inert atmosphere;

DOI:10.1021/acs.orglett.7b00555

upstream raw materials:

3-(4-methylphenyl)-1H-isochromen-1-one

phenylmagnesium bromide

2-Iodobenzoic acid

1,3-bis(p-methylphenyl)-1,3-propanedione

Refernces

• 1、 Manivel,Prabakaran,Khan, F. Nawaz,Jin, Jong Sung. "Facile benzannulation of isocoumarins in the efficient synthesis of diversified 1,3-disubstituted isoquinolines". experimental part. p. 347 - 357. Retrieved 2012/05/20.