2,3,5,6-tetrafluoro-4-methylbenzonitrile

反応条件: temp:0.00; pressure:0.00; stir:

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

実験手順: A solution of phosphorus oxychloride (1.4 g) in methylene chloride (4 ml) was added slowly to a solution of 2,3,5,6-tetrafluoro-4-toluamide (1.0 g) in pyridine (8 ml) at -5° C. When the addition was complete the mixture was warmed to the ambient temperature over a period of 90 minutes, poured into a mixture of dilute hydrochloric acid and ice, and the resultant mixture was extracted with methylene chloride. After washing the extract with water (three times) and drying over anhydrous magnesium sulphate, the solvent was removed by evaporation under reduced pressure. The residual oil was purified by distillation under water pump pressure in a Kugelrohr apparatus to yield 4-cyano-2,3,5,6-tetrafluorotoluene, identified by infra red spectroscopy. When the addition the resultant mixture was extracted with methylene chloride After washing the extract with water (three times) drying over anhydrous magnesium sulphate the solvent was removed by evaporation under reduced pressure The residual oil was purified by distillation under water

反応条件: temp:0.00; pressure:0.00; stir:

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

実験手順: A mixture of 30.0 g 4-methyl-2,3,5,6-tetrafluorobenzonitrile (0.1556 mol), 0.3 g wetting agent (Nopco 8050), 1.40 g palladium on carbon Johnson Matthey type 58 catalyst, 150 g glacial acetic acid and 217 g water was stirred under 5 barg hydrogen pressure. The reaction temperature was allowed to increase from an initial 5° C. to 30° C. over 3 hours, the reaction then being continued for a further 2 hours at which time no further hydrogen was seen to be taken up. The catalyst was removed by filtration and the solid residue washed with dichloromethane. A sample of the aqueous filtrates were evaporated to dryness and further dried under vacuum at 40° C. to give the product 4-methyl-2,3,5,6-tetrafluorobenzylammonium acetate as a white solid, melting point 113-114° C. NMR (200 MHz, D2O); d 1.90 (3H, s), 2.17 (2H, m), 2.24 (3H, t, J=2.2 Hz). This solid was than used as a technical standard to estimate the strength of the remaining solution. The solution was estimated to be 3.84% 4-methyl-2,3,5,6-tetrafluorobenzylamine. This gave an overall yield. based on 583.1 g of filtrates isolated yield of 73.8%. A sample of the free amine was isolated by basification of the reaction mass. NMR (200 MHz, D2O): d 2.08 (2H, m), 2.17 (3H, t, J=2.2 hz), 3.86 (2H, s) to increase from an initial 5° C. to 30° C. over 3 hours the reaction The catalyst was removed by filtration the solid residue washed with dichloromethane A sample of the aqueous filtrates were evaporated to dryness further dried under vacuum at 40° C.

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

実験手順: A solution of phosphorus oxychloride (1.4 g) in methylene chloride (4 ml) was added slowly to a solution of 2,3,5,6-tetrafluoro-4-toluamide (1.0 g) in pyridine (8 ml) at -5° C. When the addition was complete the mixture was warmed to the ambient temperature over a period of 90 minutes, poured into a mixture of dilute hydrochloric acid and ice, and the resultant mixture was extracted with methylene chloride. After washing the extract with water (three times) and drying over anhydrous magnesium sulphate, the solvent was removed by evaporation under reduced pressure. The residual oil was purified by distillation under water pump pressure in a Kugelrohr apparatus to yield 4-cyano-2,3,5,6-tetrafluorotoluene, identified by infra red spectroscopy. When the addition the resultant mixture was extracted with methylene chloride After washing the extract with water (three times) drying over anhydrous magnesium sulphate the solvent was removed by evaporation under reduced pressure The residual oil was purified by distillation under water

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

実験手順: A solution of phosphorus oxychloride (1.4 g) in methylene chloride (4 ml) was added slowly to a solution of 2,3,5,6-tetrafluoro-4-toluamide (1.0 g) in pyridine (8 ml) at -5° C. When the addition was complete the mixture was warmed to the ambient temperature over a period of 90 minutes, poured into a mixture of dilute hydrochloric acid and ice, and the resultant mixture was extracted with methylene chloride. After washing the extract with water (three times) and drying over anhydrous magnesium sulphate, the solvent was removed by evaporation under reduced pressure. The residual oil was purified by distillation under water pump pressure in a Kugelrohr apparatus to yield 4-cyano-2,3,5,6-tetrafluorotoluene, identified by infra red spectroscopy. When the addition the resultant mixture was extracted with methylene chloride After washing the extract with water (three times) drying over anhydrous magnesium sulphate the solvent was removed by evaporation under reduced pressure The residual oil was purified by distillation under water