Hydrochloric Acid → HCID 9993106, compound

Participants

Reaction Conditions

Reaction Steps

Anhydrous aluminum chloride (3.5 g, 26.2 mmol) was added to a cold (0° C.) mixture of 1-chloroanthracene (3 g, 14.1 mmol) and oxalyl chloride (10 g, 78.8 mmol) in 30 ml of dry carbon disulfide. After stirring the reaction mixture under an argon atmosphere for two hours at 0° C., additional portions of anhydrous carbon disulfide (30 ml) and dry aluminum chloride (2.25 g, 18.7 mmol) were added. Stirring at 0° C. was continued for an additional two hours. Thereafter, an additional portion of anhydrous carbon disulfide (10 ml) was added, and stirring was continued overnight at room temperature. At the end of the reaction, the mixture was cooled to 0° C. and dilute hydrochloric acid was slowly added. An orange precipitate was collected, washed with water, and treated with 5% sodium hydroxide solution (150 ml). The insoluble solid was collected, washed with water, and air-dried. The crude material was purified by short-column filtration using silica gel and chloroform. Yield was 53%.

Provenance & Evidence