![](/CAS/GIF/180048-75-3.gif)
CYCLOPENTYL 4-THIOMETHYLPHENYL KETONE synthesis
- Product Name:CYCLOPENTYL 4-THIOMETHYLPHENYL KETONE
- CAS Number:180048-75-3
- Molecular formula:C13H16OS
- Molecular Weight:220.33
![Cyclopentanecarbonyl chloride](/CAS/GIF/4524-93-0.gif)
4524-93-0
134 suppliers
$13.43/1gm:
![Thioanisole](/CAS/GIF/100-68-5.gif)
100-68-5
335 suppliers
$9.00/1g
![CYCLOPENTYL 4-THIOMETHYLPHENYL KETONE](/CAS/GIF/180048-75-3.gif)
180048-75-3
7 suppliers
$437.00/1g
Yield: 93%
Reaction Conditions:
aluminium trichloride in chloroform;water
Steps:
21.1 Step 1
Step 1 Cyclopentyl-(4-(methylthio)phenyl)methanone To a suspension of anhydrous aluminum chloride (9.3 g, 69.6 mmol) in 58 mL CHCl3 at 0° C. was added dropwise cyclopentanecarbonyl chloride (10.0 g, 75.4 mmol), followed by thioanisole (7.21 g, 58.0 mmol). The ice bath was removed and the mixture was stirred at room temperature for 2 h. Water (200 ml) was added with cooling, the layers were separated and the aqueous layer was extracted with CHCl3 (3*50 mL). The combined aqueous layers were dried over MgSO4, filtered and concentrated. The residue was chromatographed on silica gel (4% EtOAc/hexane) to give 11.9 g of the title ketone (93%). 1 H NMR (CD3 COCD3) δ 7.94 (d, 2H), 7.36 (d, 2H), 3.79 (q, 1H), 2.56 (s, 3H), 2.00-1.71 (m, 4H), 1.70-1.50 (m, 4H).
References:
Merck Frosst Canada, Inc. US5981576, 1999, A