ethyl 3-(dimethylamino)propanoate

反応条件: temp:-13.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: To a chilled (-15°C.) reaction vessel there was added: anhydrous dimethylamine (100 grams); ethyl acrylate (250 grams); phenothiazine (0.5 gram); and p-methoxyphenol (0.5 gram). The mixture was maintained at -13°C. for 2 hours with stirring after which the temperature was allowed to rise to about 25°C. Unreacted dimethylamine and ethyl acrylate were removed by distillation. The product was recovered by distillation at 58°C. and 10 mm. mercury pressure in a yield of 97 percent. The product, designated herein as Amine Catalyst VIII, has the formula, (CH3)2NCH2CH2C(O)OC2H5, as verified analytically by infrared spectroscopy. To a chilled (-15°C.) reaction vessel there was added to rise to about 25°C were removed by distillation The product was recovered by distillation at 58°C.

反応条件: temp:-13.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: To a chilled (-15°C.) reaction vessel there was added: anhydrous dimethylamine (100 grams); ethyl acrylate (250 grams); phenothiazine (0.5 gram); and p-methoxyphenol (0.5 gram). The mixture was maintained at -13°C. for 2 hours with stirring after which the temperature was allowed to rise to about 25°C. Unreacted dimethylamine and ethyl acrylate were removed by distillation. The product was recovered by distillation at 58°C. and 10 mm. mercury pressure in a yield of 97 percent. The product, designated herein as Amine Catalyst VIII, has the formula, (CH3)2NCH2CH2C(O)OC2H5, as verified analytically by infrared spectroscopy. To a chilled (-15°C.) reaction vessel there was added to rise to about 25°C were removed by distillation The product was recovered by distillation at 58°C.

反応条件: temp:-13.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: To a chilled (-15° C.) reaction vessel there was added; anhydrous dimethylamine (100 grams); ethyl acrylate (250 grams); phenothiazine (0.5 gram); and p-methoxyphenol (0.5 gram). The mixture was maintained at -13° C. for 2 hours with stirring after which the temperature was allowed to rise to about 25° C. Unreacted dimethylamine and ethyl acrylate were removed by distillation. The product was recovered by distillation at 58° C. and 10 mm. mercury pressure in a yield of 97 per cent. The product, designated herein as Amine Catalyst VIII, has the formula, (CH3)2NCH2CH2C(O)OC2H5, as verified analytically by infrared spectroscopy. To a chilled (-15° C.) reaction vessel there was added to rise to about 25° C were removed by distillation The product was recovered by distillation at 58° C.

反応条件: temp:-13.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: To a chilled (-15° C.) reaction vessel there was added; anhydrous dimethylamine (100 grams); ethyl acrylate (250 grams); phenothiazine (0.5 gram); and p-methoxyphenol (0.5 gram). The mixture was maintained at -13° C. for 2 hours with stirring after which the temperature was allowed to rise to about 25° C. Unreacted dimethylamine and ethyl acrylate were removed by distillation. The product was recovered by distillation at 58° C. and 10 mm. mercury pressure in a yield of 97 per cent. The product, designated herein as Amine Catalyst VIII, has the formula, (CH3)2NCH2CH2C(O)OC2H5, as verified analytically by infrared spectroscopy. To a chilled (-15° C.) reaction vessel there was added to rise to about 25° C were removed by distillation The product was recovered by distillation at 58° C.

反応条件: temp:-13.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: To a chilled (-15° C.) reaction vessel there was added; anhydrous dimethylamine (100 grams); ethyl acrylate (250 grams); phenothiazine (0.5 gram); and p-methoxyphenol (0.5 gram). The mixture was maintained at -13° C. for two hours with stirring after which the temperature was allowed to rise to about 25° C. Unreacted dimethylamine and ethyl acrylate were removed by distillation. The product was recovered by distillation at 58° C. and 10 mm. mercury pressure in a yield of 97 percent. The product, designated herein as Amine Catalyst VIII, has the formula, (CH3)2NCH2CH2C(O)OC2H5, as verified analytically by infrared spectroscopy. To a chilled (-15° C.) reaction vessel there was added to rise to about 25° C were removed by distillation The product was recovered by distillation at 58° C.

反応条件: temp:-13.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: To a chilled (-15° C.) reaction vessel there was added; anhydrous dimethylamine (100 grams); ethyl acrylate (250 grams); phenothiazine (0.5 gram); and p-methoxyphenol (0.5 gram). The mixture was maintained at -13° C. for two hours with stirring after which the temperature was allowed to rise to about 25° C. Unreacted dimethylamine and ethyl acrylate were removed by distillation. The product was recovered by distillation at 58° C. and 10 mm. mercury pressure in a yield of 97 percent. The product, designated herein as Amine Catalyst VIII, has the formula, (CH3)2NCH2CH2C(O)OC2H5, as verified analytically by infrared spectroscopy. To a chilled (-15° C.) reaction vessel there was added to rise to about 25° C were removed by distillation The product was recovered by distillation at 58° C.

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

実験手順: 1-chloro-1-cyclohexene (5.8 g; 0.049 mol) was added to lithium (1.1 g; 0.049 mol) in diethyl ether (50 ml) in a single portion. After stirring overnight at room temperature, stirring was continued for 7 more hours with reflux. After cooling, ethyl-3-(N,N-dimethylamino)propionate (3.0 g; 0.021 mol) was added and as a result of the exothermic reaction refluxing occurred. After cooling to room temperature and stirring for another 30 minutes 100 ml of water was added. The water layer was separated off and extracted with diethyl ether. The combined ether layer was dried (K2CO3), filtered and evaporated. The yield was 4.5 g (83%). stirring with reflux After cooling as a result of the exothermic reaction refluxing After cooling to room temperature was added The water layer was separated off extracted with diethyl ether The combined ether layer was dried (K2CO3) filtered evaporated

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

実験手順: 2-bromo-2-butene (108 g; 0.800 mol) was added to 10.0 g of lithium (1.43 mol) in diethyl ether (300 ml) in about 30 minutes with reflux. After stirring overnight (17 hours), ethyl-3-(N,N-dimethylamino)propionate (52.0 g; 0.359 mol) was added to the reaction mixture in about 15 minutes. After stirring for 30 minutes at room temperature 200 ml of water was added dropwise. After separation the water phase was extracted two times with 50 ml of CH2Cl2. The organic phase was reduced by evaporation and the residue was distilled at reduced pressure. The yield was 51.0 g (67%). with reflux was added to the reaction mixture in about 15 minutes was added dropwise After separation the water phase was extracted two times with 50 ml of CH2Cl2 The organic phase was reduced by evaporation the residue was distilled at reduced pressure

反応条件: temp:-13.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: To a chilled (-15°C.) reaction vessel there was added: anhydrous dimethylamine (100 grams); ethyl acrylate (250 grams); phenothiazine (0.5 gram); and p-methoxyphenol (0.5 gram). The mixture was maintained at -13°C. for 2 hours with stirring after which the temperature was allowed to rise to about 25°C. Unreacted dimethylamine and ethyl acrylate were removed by distillation. The product was recovered by distillation at 58°C. and 10 mm. mercury pressure in a yield of 97 percent. The product, designated herein as Amine Catalyst VIII, has the formula, (CH3)2NCH2CH2C(O)OC2H5, as verified analytically by infrared spectroscopy. To a chilled (-15°C.) reaction vessel there was added to rise to about 25°C were removed by distillation The product was recovered by distillation at 58°C.

反応条件: temp:-13.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: To a chilled (-15° C.) reaction vessel there was added; anhydrous dimethylamine (100 grams); ethyl acrylate (250 grams); phenothiazine (0.5 gram); and p-methoxyphenol (0.5 gram). The mixture was maintained at -13° C. for 2 hours with stirring after which the temperature was allowed to rise to about 25° C. Unreacted dimethylamine and ethyl acrylate were removed by distillation. The product was recovered by distillation at 58° C. and 10 mm. mercury pressure in a yield of 97 per cent. The product, designated herein as Amine Catalyst VIII, has the formula, (CH3)2NCH2CH2C(O)OC2H5, as verified analytically by infrared spectroscopy. To a chilled (-15° C.) reaction vessel there was added to rise to about 25° C were removed by distillation The product was recovered by distillation at 58° C.

反応条件: temp:-13.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: To a chilled (-15° C.) reaction vessel there was added; anhydrous dimethylamine (100 grams); ethyl acrylate (250 grams); phenothiazine (0.5 gram); and p-methoxyphenol (0.5 gram). The mixture was maintained at -13° C. for two hours with stirring after which the temperature was allowed to rise to about 25° C. Unreacted dimethylamine and ethyl acrylate were removed by distillation. The product was recovered by distillation at 58° C. and 10 mm. mercury pressure in a yield of 97 percent. The product, designated herein as Amine Catalyst VIII, has the formula, (CH3)2NCH2CH2C(O)OC2H5, as verified analytically by infrared spectroscopy. To a chilled (-15° C.) reaction vessel there was added to rise to about 25° C were removed by distillation The product was recovered by distillation at 58° C.