ChemicalBook CAS DataBase List Benzoylcyclohexane

Benzoylcyclohexane synthesis

10synthesis methods

Product Name:Benzoylcyclohexane
CAS Number:712-50-5
Molecular formula:C13H16O
Molecular Weight:188.27

2719-27-9 Synthesis

2719-27-9
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$16.00/25mL

71-43-2
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$11.19/25ML

712-50-5
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$25.69/5g

Yield:712-50-5 99%

Reaction Conditions:

aluminum (III) chloride at 3; for 1 h;Heating / reflux;Friedel Crafts Alkylation;

Steps:

1.iii; 3; 4 EXAMPLE 1
10.86 g (0.081 mol) of anhydrous aluminum trichloride was added to the cyclohexanecarbonyl chloride solution, and the resulting solution was kept at an internal temperature of below 3° C. with a water/ice bath. After removal of the water/ice bath, the temperature was slowly raised to the reflux temperature and, after one hour, the product was identified as cyclohexyl phenyl ketone with a conversion rate of more than 99% and a selectivity of more than 99% with respect to cyclohexanecarbonyl chloride. [0048] 1H NMR (CDCl3): δ1.22-1.59 (m, 4H), 1.71-1.92 (m, 6H), 3.19-3.32 (m, 1H), 7.41-7.58 (m, 3H), 7.92-7.97 (m, 2H)EXAMPLE 3 [0051] The procedures were performed in the same manner as described in the step (ii) of Example 1, excepting that the ratio of thionyl chloride to cyclohexanecarboxylic acid was varied in the same reaction to prepare cyclohexanecarbonyl chloride. The results are presented in Table 1. [TABLE-US-00001] TABLE 1 Yield of cyclohexanecarbonyl chloride according to change of molar ratio of cyclohexanecarboxylic acid to thionyl chloride Cyclohexanecarboxylic acid:thionyl chloride Conversion (molar ratio) rate Selectivity 1.0:1.0 89 >99 1.0:1.2 96 >99 1.0:1.5 >99 >99 1.0:2.0 >99 >99 [0052] The subsequent Friedel-Crafts reaction was carried out in the same manner as described in Example 1. The obtained product was identified as cyclohexyl phenyl ketone with a conversion rate of more than 99% and a selectivity of more than 99% with respect to cyclohexanecarbonyl chloride.

References:

Korea Kumho Petrochemical Co., Ltd. US2004/73068, 2004, A1 Location in patent:Page 3

98-88-4 Synthesis