2,4,5-三氯苯甲醚

反应条件: temp:160.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: In a 50 ml. flask equipped with a thermometer, magnetic stirrer, oil bath, and fractionating distillation head place 20.0 g. (0.095 mole) 2,4,5-trichloroanisole and 19.7 g. (0.095 mole) phosphorous pentachloride. The mixture is stirred and heated at 160° C. for 3 hours. As reaction takes place, phosphorous trichloride distills out of the flask. The mixture is heated at 180° C. for 0.5 hour, cooled, and the intermediate product α,2,4,5-tetrachloroanisole is distilled; b. p. 123° C. at 1.5 mm Hg., yield 18.6 g. (81%). This product is dissolved in 120 ml. acetone and 8.1 g. (0.083 mole) dried potassium thiocyanate is added in one portion. The mixture is stirred at ambient temperature for 48 hours, poured into 900 ml. ice water, and extracted with ether. The ether extracts are washed with cold 0.5 N sodium hydroxide and water, dried (MgSO4), and concentrated. The crude product is recrystallized from hexane to give compound (I) 14.5g (71%), as colorless needles, m.p. 103°-105° C. Calcd. for C8H4Cl3NOS: C, 35.78; H, 1.50; Cl, 39.61; N, 5.22; S, 11.94. Found: C, 35.71; H, 1.68; Cl, 39.2; N, 5.14; S, 11.99. flask equipped with a thermometer, magnetic stirrer, oil bath distillation head place 20.0 g As reaction distills out of the flask The mixture is heated at 180° C. for 0.5 hour cooled the intermediate product α,2,4,5-tetrachloroanisole is distilled This product is dissolved in 120 ml The mixture is stirred at ambient temperature for 48 hours poured into 900 ml ice water, and extracted with ether The ether extracts are washed with cold 0.5 N sodium hydroxide and water dried (MgSO4) concentrated The crude product is recrystallized from hexane

反应条件: temp:160.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: In a 50 ml. flask equipped with a thermometer, magnetic stirrer, oil bath, and fractionating distillation head place 20.0 g. (0.095 mole) 2,4,5-trichloroanisole and 19.7 g. (0.095 mole) phosphorous pentachloride. The mixture is stirred and heated at 160° C. for 3 hours. As reaction takes place, phosphorous trichloride distills out of the flask. The mixture is heated at 180° C. for 0.5 hour, cooled, and the intermediate product α,2,4,5-tetrachloroanisole is distilled; b. p. 123° C. at 1.5 mm Hg., yield 18.6 g. (81%). This product is dissolved in 120 ml. acetone and 8.1 g. (0.083 mole) dried potassium thiocyanate is added in one portion. The mixture is stirred at ambient temperature for 48 hours, poured into 900 ml. ice water, and extracted with ether. The ether extracts are washed with cold 0.5 N sodium hydroxide and water, dried (MgSO4), and concentrated. The crude product is recrystallized from hexane to give compound (I) 14.5g (71%), as colorless needles, m.p. 103°-105° C. Calcd. for C8H4Cl3NOS: C, 35.78; H, 1.50; Cl, 39.61; N, 5.22; S, 11.94. Found: C, 35.71; H, 1.68; Cl, 39.2; N, 5.14; S, 11.99. flask equipped with a thermometer, magnetic stirrer, oil bath distillation head place 20.0 g As reaction distills out of the flask The mixture is heated at 180° C. for 0.5 hour cooled the intermediate product α,2,4,5-tetrachloroanisole is distilled This product is dissolved in 120 ml The mixture is stirred at ambient temperature for 48 hours poured into 900 ml ice water, and extracted with ether The ether extracts are washed with cold 0.5 N sodium hydroxide and water dried (MgSO4) concentrated The crude product is recrystallized from hexane

反应条件: temp:160.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: In a 50 ml. flask equipped with a thermometer, magnetic stirrer, oil bath, and fractionating distillation head place 20.0 g. (0.095 mole) 2,4,5-trichloroanisole and 19.7 g. (0.095 mole) phosphorous pentachloride. The mixture is stirred and heated at 160° C. for 3 hours. As reaction takes place, phosphorous trichloride distills out of the flask. The mixture is heated at 180° C. for 0.5 hour, cooled, and the intermediate product α,2,4,5-tetrachloroanisole is distilled; b. p. 123° C. at 1.5 mm Hg., yield 18.6 g. (81%). This product is dissolved in 120 ml. acetone and 8.1 g. (0.083 mole) dried potassium thiocyanate is added in one portion. The mixture is stirred at ambient temperature for 48 hours, poured into 900 ml. ice water, and extracted with ether. The ether extracts are washed with cold 0.5 N sodium hydroxide and water, dried (MgSO4), and concentrated. The crude product is recrystallized from hexane to give compound (I) 14.5g (71%), as colorless needles, m.p. 103°-105° C. Calcd. for C8H4Cl3NOS: C, 35.78; H, 1.50; Cl, 39.61; N, 5.22; S, 11.94. Found: C, 35.71; H, 1.68; Cl, 39.2; N, 5.14; S, 11.99. flask equipped with a thermometer, magnetic stirrer, oil bath distillation head place 20.0 g As reaction distills out of the flask The mixture is heated at 180° C. for 0.5 hour cooled the intermediate product α,2,4,5-tetrachloroanisole is distilled This product is dissolved in 120 ml The mixture is stirred at ambient temperature for 48 hours poured into 900 ml ice water, and extracted with ether The ether extracts are washed with cold 0.5 N sodium hydroxide and water dried (MgSO4) concentrated The crude product is recrystallized from hexane