1-(4-Chlorophenyl)-2-(2,4-dichlorophenyl)ethanone synthesis

5synthesis methods

Product Name:1-(4-Chlorophenyl)-2-(2,4-dichlorophenyl)ethanone
CAS Number:654682-18-5
Molecular formula:C14H9Cl3O
Molecular Weight:299.58

Trimethylsiloxy 4-chlorophenylacetonitrile

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94-99-5 Synthesis

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1-(4-Chlorophenyl)-2-(2,4-dichlorophenyl)ethanone

654682-18-5
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Yield:-

Reaction Conditions:

Stage #1: (+/-)-2-(4-chlorophenyl)-2-(trimethylsiloxy)-acetonitrile;2,4-Dichlorobenzyl chloridewith lithium hexamethyldisilazane in tetrahydrofuran at -78 - 20;
Stage #2: with hydrogenchloride;water in tetrahydrofuran;

Steps:

1.A

A) 1-(4-Chlorophenyl)-2-(2,4-dichlorophenyl)ethanone; 32 g of LiHMDS are placed in 245 ml of THF at 0° C., and 40 g of (4-chlorophenyl) ((trimethylsilyl)oxy)acetonitrile are added slowly at -78° C., followed by 32.64 g of 2,4-dichloro-1-(chloromethyl)benzene. The temperature is allowed to return to AT overnight, and the reaction is then hydrolyzed with 170 ml of a 3N HCl solution, with gases being trapped in a solution of KOH (4N). After separation by settling out, the organic phase is evaporated, then taken up in DCM and agitated for 1 hour with 170 ml of NaOH (2N). The DCM is evaporated off and the expected compound is then crystallized from pentane. 38.6 g are obtained, Mp=119° C.

References:

US2006/189664,2006,A1 Location in patent:Page/Page column 6

1126-46-1 Synthesis