7 Phenylvaleryl chloride

Methyl-l-tetralone has been prepared from 7-phenylvaleric acid and sulfuric acid 8 and from 7-phenylvaleryl chloride and aluminum chloride.910 Its preparation from 7-valerolactone has not been described elsewhere. 

For example, a solution of 2-bromo-5-phenylvaleryl chloride in benzene is treated with sodium azide (1.5 equivalents) that has preferably been activated by hydrazine as described by Nelles.126 Brief warming on the water-bath initiates the reaction. For hydrolysis of the isocyanate produced, the solution is cooled, treated with a cold solution of potassium hydroxide (2.5 equivalents) in ethanol, set aside for a short time, then acidified and subjected to steam-distillation. The 4-phenylbutyraldehyde that passes over redistils at 120-122°/16 mm in 58%... 

In another procedure, the preparation of the polymer-supported scandium catalyst was performed according to Scheme 8.17 [70], Polystyrene, cross-linked with divinylbenzene, was treated with 5-phenylvaleryl chloride in carbon disulfide in the presence of aluminum trichloride. The carbonyl groups were then reduced using aluminum trichloride-lithium aluminum hydride in diethyl ether to afford double spacer resin. After sulfonation (chlorosulfonic acid/acetic acid), resin was treated with scandium(III) chloride in acetonitrile at room temperature to give the polymer-supported scandium chloride. Finally, it was treated with trifluo-romethanesulfonic acid to afford the immobilized triflate. 

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