1-bromo-5-ethoxypentane

反応条件: temp:0.00; pressure:0.00; stir:

反応条件: temp:-20.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: A Grignard reagent which was prepared from 6.4 g (0.27 mol) of magnesium turnings and 48.7 g (0.25 mol) of 5-bromopentyl ethyl ether was added over 45 minutes to a solution of 35.5 g (0.25 mol) of ethyl trifluoroacetate in 300 ml of diethyl ether at -60° C. After stirring for further 2 hours, the temperature was increased to -20° C. and a saturated aqueous ammonium chloride solution was added. The organic layer was washed with water, dried over anhydrous magnesium sulfate and concentrated. The residue was distilled under the reduced pressure, to obtain 31 g of 7-ethoxy-1,1,1-trifluoro-2-heptanone. Boiling point; 90-92° C. (47 mmHg). The organic layer was washed with water dried over anhydrous magnesium sulfate concentrated The residue was distilled under the reduced pressure

反応条件: temp:-5.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: 10 g of pyridine was added dropwise to a solution of 78 g (0.29 mol) of phosphorus tribromide in 130 ml of benzene. After the solution was stirred for 10 minutes and cooled to -5° C., a mixture of 102 g (0.77 mol) of pentane diol monoethyl ether and 5 g of pyridine was added dropwise. After maintaining the reaction temperature at 0° C. and stirring for 2 hours, the solution was stirred for 8 hours at the room temperature. 100 ml of water was added and extracted with diethyl ether. The organic layer was washed subsequently with 6N hydrochloric acid and an aqueous sodium hydrogen carbonate solution, then dried over anhydrous magnesium sulfate and concentrated. The residue was distilled under the reduced pressure, to obtain 103 g of 5-bromopentyl ethyl ether. Boiling point; 47-48° C. (1 mmHg). was added dropwise After maintaining the reaction temperature at 0° C. stirring for 2 hours the solution was stirred for 8 hours at the room temperature extracted with diethyl ether The organic layer was washed subsequently with 6N hydrochloric acid an aqueous sodium hydrogen carbonate solution, then dried over anhydrous magnesium sulfate concentrated The residue was distilled under the reduced pressure

反応条件: temp:-5.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: 10 g of pyridine was added dropwise to a solution of 78 g (0.29 mol) of phosphorus tribromide in 130 ml of benzene. After the solution was stirred for 10 minutes and cooled to -5° C., a mixture of 102 g (0.77 mol) of pentane diol monoethyl ether and 5 g of pyridine was added dropwise. After maintaining the reaction temperature at 0° C. and stirring for 2 hours, the solution was stirred for 8 hours at the room temperature. 100 ml of water was added and extracted with diethyl ether. The organic layer was washed subsequently with 6N hydrochloric acid and an aqueous sodium hydrogen carbonate solution, then dried over anhydrous magnesium sulfate and concentrated. The residue was distilled under the reduced pressure, to obtain 103 g of 5-bromopentyl ethyl ether. Boiling point; 47-48° C. (1 mmHg). was added dropwise After maintaining the reaction temperature at 0° C. stirring for 2 hours the solution was stirred for 8 hours at the room temperature extracted with diethyl ether The organic layer was washed subsequently with 6N hydrochloric acid an aqueous sodium hydrogen carbonate solution, then dried over anhydrous magnesium sulfate concentrated The residue was distilled under the reduced pressure

反応条件: temp:0.00; pressure:0.00; stir:

反応条件: temp:-20.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: A Grignard reagent which was prepared from 6.4 g (0.27 mol) of magnesium turnings and 48.7 g (0.25 mol) of 5-bromopentyl ethyl ether was added over 45 minutes to a solution of 35.5 g (0.25 mol) of ethyl trifluoroacetate in 300 ml of diethyl ether at -60° C. After stirring for further 2 hours, the temperature was increased to -20° C. and a saturated aqueous ammonium chloride solution was added. The organic layer was washed with water, dried over anhydrous magnesium sulfate and concentrated. The residue was distilled under the reduced pressure, to obtain 31 g of 7-ethoxy-1,1,1-trifluoro-2-heptanone. Boiling point; 90-92° C. (47 mmHg). The organic layer was washed with water dried over anhydrous magnesium sulfate concentrated The residue was distilled under the reduced pressure

反応条件: temp:-5.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: 10 g of pyridine was added dropwise to a solution of 78 g (0.29 mol) of phosphorus tribromide in 130 ml of benzene. After the solution was stirred for 10 minutes and cooled to -5° C., a mixture of 102 g (0.77 mol) of pentane diol monoethyl ether and 5 g of pyridine was added dropwise. After maintaining the reaction temperature at 0° C. and stirring for 2 hours, the solution was stirred for 8 hours at the room temperature. 100 ml of water was added and extracted with diethyl ether. The organic layer was washed subsequently with 6N hydrochloric acid and an aqueous sodium hydrogen carbonate solution, then dried over anhydrous magnesium sulfate and concentrated. The residue was distilled under the reduced pressure, to obtain 103 g of 5-bromopentyl ethyl ether. Boiling point; 47-48° C. (1 mmHg). was added dropwise After maintaining the reaction temperature at 0° C. stirring for 2 hours the solution was stirred for 8 hours at the room temperature extracted with diethyl ether The organic layer was washed subsequently with 6N hydrochloric acid an aqueous sodium hydrogen carbonate solution, then dried over anhydrous magnesium sulfate concentrated The residue was distilled under the reduced pressure