ChemicalBook CAS DataBase List 3-CHLOROPHENYL CYCLOHEXYL KETONE

3-CHLOROPHENYL CYCLOHEXYL KETONE synthesis

7synthesis methods

Product Name:3-CHLOROPHENYL CYCLOHEXYL KETONE
CAS Number:211985-77-2
Molecular formula:C13H15ClO
Molecular Weight:222.71

766-84-7
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$9.00/10g

931-51-1
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$45.25/100ml

211985-77-2
17 suppliers
$90.00/50mg

Yield:211985-77-2 97%

Reaction Conditions:

Stage #1: 3-chloro-benzonitrile;cyclohexylmagnesiumchloride;copper(l) chloride in tetrahydrofuran;diethyl ether; for 0.5 h;Heating / reflux;
Stage #2: with hydrogenchloride in tetrahydrofuran;diethyl ether;water at 20;
Stage #3: with water;hydrogenchloride at 90; for 1 h;

Steps:

5E.a

Preparation of N-(4-chloro-2-cyclohexanecarbonylphenyl)trifluoromethanesulfonamide (Formula 29E). a) To a stirred solution of 3-chlorobenzonitrile (2.0 g, 14.54 mmol) and cyclohexylmagnesium chloride (2M in Et₂O) (8.0 mL, 15.99 mmol) in THF (20 mL) was added CuCl (29 mg, 0.29 mmol), and the mixture was refluxed for 30 minutes. After cooling to RT, cold 1N HCl (10 mL) was added cautiously, the THF removed under reduced pressure, further 1N HCl (30 mL) added and the reaction heated at 90° C. for 1 hour. To the cooled reaction mixture was added water (20 mL) and CH₂Cl₂(50 mL), the phases separated, and the aqueous phase again extracted with CH₂Cl₂. The combined organics were washed with water, dried over MgSO₄and the solvent evaporated under vacuum. The residue was filtered through a pad of silica (eluting with CH₂Cl₂) to afford (3-chlorophenyl)cyclohexylmethanone 26E (3.14 g, 97%), as a yellow liquid.

References:

US2006/63841,2006,A1 Location in patent:Page/Page column 34; 8/12

110-82-7 Synthesis