4-Chloro-1-[4-(1-methylethyl)phenyl]-1-butanone synthesis

Yield:70289-38-2 94%

Reaction Conditions:

Stage #1: 4-Chlorobutanoyl chloridewith Aluminum Chloride in dichloromethane at 0 - 5; for 0.5 h;
Stage #2: Isopropylbenzene in dichloromethane at 5 - 10; for 0.5 h;

Steps:

1.1

(1) Add 166.7 g (1.25 mol) of aluminum trichloride and 450 ml of dichloromethane to a 2-liter three-necked flask equipped with a mechanical stirrer and nitrogen.After cooling to 0-5 ° C, 140 ml (1.25 mol) of 4-chlorobutyryl chloride (B) was added dropwise, and the addition was completed within 30 minutes.Then, 143 g (1.19 mol) of cumene (A) was added dropwise over 40 minutes while maintaining the internal temperature at 5-10 °C.After continuing the reaction for 30 minutes, the reaction solution was slowly poured into 1 kg of ice water, and slowly returned to room temperature with stirring.The phases were separated and the aqueous phase was extracted with 400 mL dichloromethane.The organic phases were combined and washed once with 500 mL of saturated sodium bicarbonate.The methylene chloride was distilled off under a steaming temperature of 30 ° C or less to obtain 280 g of a yellow oil, which was crystallized at -10 ° C with a mixed solvent of isopropyl alcohol and water.Filtration, the filter cake was washed with isopropyl alcohol and water, and dried under vacuum to give 252 g of 4-(4-chlorobutyryl)-isopropylbenzene (II) in a yield of 94%;

References:

CN104557671,2018,B Location in patent:Paragraph 0047; 0048