ethyl 2-cyclohexylpropanoate

Conditions: temp:0.00; pressure:0.00; stir:

Conditions: temp:0.00; pressure:0.00; stir:

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: Into a 500 ml round bottom flask equipped with a Soxhlet extractor filled with molecular sieves, 50 g of 2-cyclo-hexylpropionate, 100 g of ethanol, 0.5 g of p-toluene sulfonic acid, and 200 ml of chloroform were charged. The mixture was reacted under refluxing for 40 hours. The reaction mixture was washed with water and distilled under reduced pressure to obtain 56.4 g of ethyl 2-cyclohexylpropionate (yield: 96%, purity: 99.4%). The compound obtained had a fruity (namely aldehyde C-16 and apple-like) odor. Into a 500 ml round bottom flask equipped with a Soxhlet extractor were charged The mixture was reacted under refluxing for 40 hours The reaction mixture was washed with water distilled under reduced pressure

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: Into a 500 ml round bottom flask equipped with a Soxhlet extractor filled with molecular sieves, 50 g of 2-cyclo-hexylpropionate, 100 g of ethanol, 0.5 g of p-toluene sulfonic acid, and 200 ml of chloroform were charged. The mixture was reacted under refluxing for 40 hours. The reaction mixture was washed with water and distilled under reduced pressure to obtain 56.4 g of ethyl 2-cyclohexylpropionate (yield: 96%, purity: 99.4%). The compound obtained had a fruity (namely aldehyde C-16 and apple-like) odor. Into a 500 ml round bottom flask equipped with a Soxhlet extractor were charged The mixture was reacted under refluxing for 40 hours The reaction mixture was washed with water distilled under reduced pressure

Conditions: temp:0.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: 74.5 g. of dimethyl methylphosphonate were dissolved in 514 ml. of tetrahydrofuran and the solution cooled to -60°C. To this solution a solution of butyllithium [prepared from 40.5 g. of butyl bromide and 9.2 g. of lithium] in 240 ml. of diethyl ether was added dropwise. A solution of 39.5 g. of ethyl 2-cyclohexylpropionate in 130 ml. of tetrahydrofuran was added drop-wise and the mixture stirred at the same temperature for two hours and afterwards at 0°C. overnight. The reaction mixture was then neutralised to pH 7 with acetic acid, concentrated under reduced pressure and, after the addition of water to the residue, extracted with diethyl ether. After drying the ethereal extract, the solvent was distilled off and the residue subjected to distillation under reduced pressure to obtain 40 g. (yield 30.2%) of the title compound as a colourless oil, b.p. 140°C./0.2-0.3 mm.Hg. Nuclear magnetic resonance (hereinafter abbreviated to NMR) spectrum (tetrachloromethane): δ = 3.82 (6 H, doublet, 3.18 (2H, doublet), 2.80 - 2.30 (1H, multiplet), 2.1 - 0.65 (14H, multiplet). concentrated under reduced pressure after the addition of water to the residue extracted with diethyl ether After drying the ethereal extract the solvent was distilled off the residue subjected to distillation under reduced pressure to obtain 40 g

Conditions: temp:0.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: 74.5 g. of dimethyl methylphosphonate were dissolved in 514 ml. of tetrahydrofuran and the solution cooled to -60°C. To this solution a solution of n-butyl-lithium [prepared from 40.5 g. of n-butyl bromide and 9.2 g. of lithium] in 240 ml. of diethyl ether was added dropwise. A solution of 39.5 g. of ethyl 2-cyclohexylpropionate in 130 ml. of tetrahydrofuran was added dropwise and the mixture stirred at the same temperature for 2 hours and afterwards at 0°C. overnight. The reaction mixture was then neutralized to pH 7 with acetic acid, concentrated under reduced pressure and, after the addition of water to the residue, extracted with diethyl ether. After drying the ethereal extract, the solvent was distilled off and the residue subjected to distillation under reduced pressure to obtain 40 g. (yield 30.2 %) of the title compound as a colourless oil having the following physical characteristics: concentrated under reduced pressure after the addition of water to the residue extracted with diethyl ether After drying the ethereal extract the solvent was distilled off the residue subjected to distillation under reduced pressure to obtain 40 g

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: Into a 500 ml round bottom flask equipped with a Soxhlet extractor filled with molecular sieves, 50 g of 2-cyclo-hexylpropionate, 100 g of ethanol, 0.5 g of p-toluene sulfonic acid, and 200 ml of chloroform were charged. The mixture was reacted under refluxing for 40 hours. The reaction mixture was washed with water and distilled under reduced pressure to obtain 56.4 g of ethyl 2-cyclohexylpropionate (yield: 96%, purity: 99.4%). The compound obtained had a fruity (namely aldehyde C-16 and apple-like) odor. Into a 500 ml round bottom flask equipped with a Soxhlet extractor were charged The mixture was reacted under refluxing for 40 hours The reaction mixture was washed with water distilled under reduced pressure