![](/CAS/GIF/13395-60-3.gif)
3-chloro-4'-methylbenzophenone synthesis
- Product Name:3-chloro-4'-methylbenzophenone
- CAS Number:13395-60-3
- Molecular formula:C14H11ClO
- Molecular Weight:230.69
![4-Bromotoluene](/CAS/GIF/106-38-7.gif)
106-38-7
393 suppliers
$14.00/5g
![3-Chlorobenzaldehyde](/CAS/GIF/587-04-2.gif)
587-04-2
413 suppliers
$7.00/25g
![3-chloro-4'-methylbenzophenone](/CAS/GIF/13395-60-3.gif)
13395-60-3
13 suppliers
$294.00/1g
Yield:13395-60-3 85%
Reaction Conditions:
Stage #1: para-bromotoluenewith n-butyllithium in tetrahydrofuran;hexane at -78; for 0.5 h;
Stage #2: m-Chlorobenzaldehyde in tetrahydrofuran;hexane at -78 - 20; for 1 h;
Stage #3: with iodine;potassium carbonate in tert-butyl alcohol; for 3 h;Reflux;
Steps:
4.2. Typical experimental procedure for one-pot conversion of aromatic bromides into ketones
General procedure: n-Butyllithium (1.67 M solution in hexane, 1.32 mL, 2.2 mmol) was added dropwise to a solution of 1-bromo-4-methylbenzene (342 mg 2.0 mmol) in THF (3 mL) at -78 °C for 30 min. Then, 4-fluorobenzaldehyde (261 mg, 2.1 mmol) was added to the mixture at -78 °C and the obtained mixture was stirred at room temperature for 1 h. Then, after removal of the solvent, I2 (812 mg,3.2 mmol), K2CO3 (829 mg, 6.0 mmol), and t-BuOH (3 mL) were added and the obtained mixture was stirred for 3 h at refluxing conditions. The reaction mixture was quenched with satd aq Na2SO3 (5 mL) and was extracted with CHCl3 (3×20 mL). The organic layer was washed with brine and dried over Na2SO4 to provide 4-fluoro-4'-methylbenzophenone in 98% yield with high purity. If necessary, the product was purified by a short flash columnchromatography (silica gel; hexane/CHCl3=1:3) to give pure 4-fluoro-4'-methylbenzophenone as a colorless solid.
References:
Ushijima, Sousuke;Dohi, Souya;Moriyama, Katsuhiko;Togo, Hideo [Tetrahedron,2012,vol. 68,# 5,p. 1436 - 1442] Location in patent:experimental part
![4-Tolylboronic acid](/CAS/GIF/5720-05-8.gif)
5720-05-8
428 suppliers
$5.00/1g
![3-Chlorobenzaldehyde](/CAS/GIF/587-04-2.gif)
587-04-2
413 suppliers
$7.00/25g
![3-chloro-4'-methylbenzophenone](/CAS/GIF/13395-60-3.gif)
13395-60-3
13 suppliers
$294.00/1g
![3-Chlorobenzoyl chloride](/CAS/GIF/618-46-2.gif)
618-46-2
347 suppliers
$9.00/25g
![Toluene](/CAS/GIF/108-88-3.gif)
108-88-3
7 suppliers
$14.00/100ml
![3-chloro-4'-methylbenzophenone](/CAS/GIF/13395-60-3.gif)
13395-60-3
13 suppliers
$294.00/1g
![3-Chlorobenzoic acid](/CAS/GIF/535-80-8.gif)
535-80-8
400 suppliers
$5.00/5g
![3-chloro-4'-methylbenzophenone](/CAS/GIF/13395-60-3.gif)
13395-60-3
13 suppliers
$294.00/1g
![p-Toluoyl chloride](/CAS/GIF/874-60-2.gif)
874-60-2
399 suppliers
$10.00/5g
![Chlorobenzene](/CAS/GIF/108-90-7.gif)
108-90-7
643 suppliers
$10.00/25G
![4-CHLORO-4'-METHYLBENZOPHENONE](/CAS/GIF/5395-79-9.gif)
5395-79-9
97 suppliers
$251.00/1g
![3-chloro-4'-methylbenzophenone](/CAS/GIF/13395-60-3.gif)
13395-60-3
13 suppliers
$294.00/1g
![(2-chlorophenyl)-(4-methylphenyl)methanone](/CAS/GIF/5953-00-4.gif)
5953-00-4
16 suppliers
$45.00/5mg