sodium;2,3,4,5,6-pentachlorophenolate

反応条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: In a 500 ml four necked flask equipped with a stirrer, a thermometer and a nitrogen gas inlet, chloromethylstyrene (m/p=60/40) (25 g, 0.161 mole) was dissolved in ethanol (50 ml) at room temperature. A solution of sodium pentachlorophenate (hereinafter abbreviated as Na-PCP) (49 g. 0.170 mole) in a mixed solvent of water/ethanol (1/1, 250 ml) was gradually added dropwise thereto and, after completion of addition, the mixture was reacted at 50° C. for 1 hour. The mixture was cooled and the resulting precipitate was filtered off. The filtrate was concentrated with a rotary evaporator. Then, n-hexane (250 ml) and distilled water (100 ml) were added to the concentrated solution and the mixture was shaken. The aqueous layer was removed and additional distilled water (100 ml) was added. This procedure was repeated to remove unreacted Na-PCP. The hexane layer was evaporated with a rotary evaporator. Then, the solid residue was recrystallized from acetone to obtain (2, 3, 4, 5, 6-pentachlorophenyloxy)methylstyrene of the formula [Ia] as white needle crystals, m.p. 113°-115° C., yield 85%. was gradually added dropwise after completion of addition the mixture was reacted at 50° C. for 1 hour The mixture was cooled the resulting precipitate was filtered off The filtrate was concentrated with a rotary evaporator Then, n-hexane (250 ml) and distilled water (100 ml) were added to the concentrated solution The aqueous layer was removed additional distilled water (100 ml) was added to remove unreacted Na-PCP The hexane layer was evaporated with a rotary evaporator Then, the solid residue was recrystallized from acetone

反応条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: 170 g (0.6 mol) of sodium pentachlorophenate and 350 ml of absolute alcohol were placed in a liter conical flask. The reactants were stirred under reflux until dissolution was complete. The condenser was removed and 97 g (83 ml:0.6 mol) of 1-bromohexane were added. The mixture was then left refluxing for about 12 hours with the stirrer on maximum speed. Solid (NaBr) was gradually deposited and on allowing the flask to stand and cool three layers were formed: a lower solid layer, an oily middle layer (the product), and an upper layer of alcohol. The flask contents were next remixed and transfered as completely as possible to a liter round bottomed flask. The alcohol was removed on a rotovap (60° C. and 100 mm), and then the flask was cooled to room temperature. 500 ml of light petrol (40/60) were added, the flask was stoppered, and then shaken vigorously for a few seconds. The pressure was next cautiously released, and the process was repeated until all the solid was in free suspension. The mixture was then rapidly filtered at the pump, then the dark brown liquid was transfered to a column of alumina (about 8"×1"). It was found that a few yellow bands moved quickly down the column. These were collected in the same receiver as the bulk of the sample--the dark colouration will collect on the top 1" of the column. A small amount of petrol was then added to wash through the column. under reflux until dissolution The condenser was removed The mixture was then left refluxing for about 12 hours with the stirrer on maximum speed cool three layers were formed The flask contents were next remixed The alcohol was removed on a rotovap (60° C. and 100 mm) 500 ml of light petrol (40/60) were added shaken vigorously for a few seconds The mixture was then rapidly filtered at the pump These were collected in the same receiver as the bulk of the sample the dark colouration will collect on the top 1" of the column A small amount of petrol was then added to wash through the column

反応条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: 170 g (0.6 mol) of sodium pentachlorophenate and 350 ml of absolute alcohol were placed in a liter conical flask. The reactants were stirred under reflux until dissolution was complete. The condenser was removed and 97 g (83 ml:0.6 mol) of 1-bromohexane were added. The mixture was then left refluxing for about 12 hours with the stirrer on maximum speed. Solid (NaBr) was gradually deposited and on allowing the flask to stand and cool three layers were formed: a lower solid layer, an oily middle layer (the product), and an upper layer of alcohol. The flask contents were next remixed and transfered as completely as possible to a liter round bottomed flask. The alcohol was removed on a rotovap (60° C. and 100 mm), and then the flask was cooled to room temperature. 500 ml of light petrol (40/60) were added, the flask was stoppered, and then shaken vigorously for a few seconds. The pressure was next cautiously released, and the process was repeated until all the solid was in free suspension. The mixture was then rapidly filtered at the pump, then the dark brown liquid was transfered to a column of alumina (about 8"×1"). It was found that a few yellow bands moved quickly down the column. These were collected in the same receiver as the bulk of the sample--the dark colouration will collect on the top 1" of the column. A small amount of petrol was then added to wash through the column. under reflux until dissolution The condenser was removed The mixture was then left refluxing for about 12 hours with the stirrer on maximum speed cool three layers were formed The flask contents were next remixed The alcohol was removed on a rotovap (60° C. and 100 mm) 500 ml of light petrol (40/60) were added shaken vigorously for a few seconds The mixture was then rapidly filtered at the pump These were collected in the same receiver as the bulk of the sample the dark colouration will collect on the top 1" of the column A small amount of petrol was then added to wash through the column

反応条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: The title compounds are prepared in a process comprising contacting an alkali metal or alkaline earth metal salt of a tetra- or pentahalophenol with a vinylbenzyl chloride in a liquid, aqueous solvent containing from about 68 to about 90 weight percent of a C1 or C2 alkanol in a remaining amount of water. The contact of the aforementioned reactants occurs at a pH from about 7 to about 11 and at a temperature less than about 65° C. As an example, sodium pentachlorophenoxide can be reacted with vinylbenzyl chloride by this process in an aqueous methanol solvent (with about 20 weight percent water) to yield about 90 percent pentachlorophenylvinylbenzyl ether, based on vinylbenzyl chloride. occurs at a pH from about 7 to about 11 and at a temperature less than about 65° C

反応条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: In a 500 ml four necked flask equipped with a stirrer, a thermometer and a nitrogen gas inlet, chloromethylstyrene (m/p=60/40) (25 g, 0.161 mole) was dissolved in ethanol (50 ml) at room temperature. A solution of sodium pentachlorophenate (hereinafter abbreviated as Na-PCP) (49 g. 0.170 mole) in a mixed solvent of water/ethanol (1/1, 250 ml) was gradually added dropwise thereto and, after completion of addition, the mixture was reacted at 50° C. for 1 hour. The mixture was cooled and the resulting precipitate was filtered off. The filtrate was concentrated with a rotary evaporator. Then, n-hexane (250 ml) and distilled water (100 ml) were added to the concentrated solution and the mixture was shaken. The aqueous layer was removed and additional distilled water (100 ml) was added. This procedure was repeated to remove unreacted Na-PCP. The hexane layer was evaporated with a rotary evaporator. Then, the solid residue was recrystallized from acetone to obtain (2, 3, 4, 5, 6-pentachlorophenyloxy)methylstyrene of the formula [Ia] as white needle crystals, m.p. 113°-115° C., yield 85%. was gradually added dropwise after completion of addition the mixture was reacted at 50° C. for 1 hour The mixture was cooled the resulting precipitate was filtered off The filtrate was concentrated with a rotary evaporator Then, n-hexane (250 ml) and distilled water (100 ml) were added to the concentrated solution The aqueous layer was removed additional distilled water (100 ml) was added to remove unreacted Na-PCP The hexane layer was evaporated with a rotary evaporator Then, the solid residue was recrystallized from acetone

反応条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: 170 g (0.6 mol) of sodium pentachlorophenate and 350 ml of absolute alcohol were placed in a liter conical flask. The reactants were stirred under reflux until dissolution was complete. The condenser was removed and 97 g (83 ml:0.6 mol) of 1-bromohexane were added. The mixture was then left refluxing for about 12 hours with the stirrer on maximum speed. Solid (NaBr) was gradually deposited and on allowing the flask to stand and cool three layers were formed: a lower solid layer, an oily middle layer (the product), and an upper layer of alcohol. The flask contents were next remixed and transfered as completely as possible to a liter round bottomed flask. The alcohol was removed on a rotovap (60° C. and 100 mm), and then the flask was cooled to room temperature. 500 ml of light petrol (40/60) were added, the flask was stoppered, and then shaken vigorously for a few seconds. The pressure was next cautiously released, and the process was repeated until all the solid was in free suspension. The mixture was then rapidly filtered at the pump, then the dark brown liquid was transfered to a column of alumina (about 8"×1"). It was found that a few yellow bands moved quickly down the column. These were collected in the same receiver as the bulk of the sample--the dark colouration will collect on the top 1" of the column. A small amount of petrol was then added to wash through the column. under reflux until dissolution The condenser was removed The mixture was then left refluxing for about 12 hours with the stirrer on maximum speed cool three layers were formed The flask contents were next remixed The alcohol was removed on a rotovap (60° C. and 100 mm) 500 ml of light petrol (40/60) were added shaken vigorously for a few seconds The mixture was then rapidly filtered at the pump These were collected in the same receiver as the bulk of the sample the dark colouration will collect on the top 1" of the column A small amount of petrol was then added to wash through the column