1,2-Dichloroethane → HCID 131727863, compound

Participants

Reaction Conditions

Reaction Steps

In a 2 L four-neck flask provided with a thermometer, a Dimroth condenser and an agitator, the obtained 62.5 g of 4,6-di(1-adamantyl)-1,3-bis(4-carboxy-phenoxy)benzene dipotassium salt (0.09 mol) and 200 mL of 1,2-dichloroethane were charged and cooled to 0° C. 178.5 g of thionyl chloride (1.5 mol) was added dropwise at 5° C. or below for one hour. Then, 1.5 mL of dimethylformamide and 1.5 g of hydroquinone were added therein and the mixture was agitated at 45 to 50° C. for three hours. After cooling, crystal was removed therefrom by filtration and washed with 50 mL of chloroform. Filtrate and washing solution was condensed together under reduced pressure at 40° C. or less, and a residue obtained was subject to two times of extraction and filtration with 200 mL of diethyl ether. Diethyl ether was removed from an extract under reduced pressure to obtain a semisolid crude product. The semisolid crude product was washed with dried n-hexane and recrystallized with diethyl ether, thus obtaining 38.9 g of 4,6-di(1-adamantyl)-1,3-bis(4-carboxy-phenoxy)benzene dichloride (0.0594 mol; the yield was 66.0%).

Provenance & Evidence