ethyl 3-cyclohexylpropanoate

反応条件: temp:0.00; pressure:0.00; stir:

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: 135 g. of dimethyl methylphosphonate were dissolved in 800 ml. of tetrahydrofuran, and to the solution cooled to -65°C., a solution of butyllithium [prepared from 163 g. of butyl bromide and 16 g. of lithium] in 610 ml. of diethyl ether was added drop-wise. To the reaction mixture was added drop-wise a solution of 62.5 g. of ethyl 3-cyclohexylpropionate in 300 ml. of tetrahydrofuran and the resulting mixture was stirred at the same temperature for two hours and afterwards at 0°C., overnight. The reaction mixture was then neutralised with acetic acid, concentrated under reduced pressure and after the addition of water extracted with diethyl ether. The ethereal extract was dried and the solvent distilled off. The residue was subjected to distillation under reduced pressure to obtain 51 g. (yield 52.3%) of the title product as a colourless oil, b.p. 143°-148°C./0.2 - 0.4 mm.Hg. NMR spectrum (tetrachloromethane): δ = 3.82 (6H, doublet), 3.16 (2H, doublet), 2.4 (2H, triplet), 1.97 - 1.08 (13H, multiplet). To the reaction mixture was added drop-wise a solution of 62.5 g concentrated under reduced pressure after the addition of water extracted with diethyl ether The ethereal extract was dried the solvent distilled off The residue was subjected to distillation under reduced pressure to obtain 51 g

反応条件: temp:25.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: 76.0 g of ethyl 3-cyclohexylpropionate are initially introduced into 200 ml of dimethylformamide at 0° to 5° C., and 24.6 g of sodium hydride (80% strength in oil) are added. After dropwise addition of 235 ml of ethyl formate, the mixture is stirred at 25° C. for 24 hours. The batch is stirred into 1.6 l of 10% strength HCl, extracted with 800 ml of methylene chloride and distilled. 34.2 g (41%) of ethyl 2-formyl-3-cyclohexylpropionate of boiling point 91°-95° C./1.25 mm are obtained. extracted with 800 ml of methylene chloride distilled