2-cyclohexylpropanal

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

Procedure: Into a 500 ml round bottom flask was charged 300 g of 2-cyclohexylpropanal and was fed a stream of oxygen at a rate of 100 ml per minute at 60° C. for 80 hours through a sintered liquid filter for liquid chromatography. The reaction mixture was analyzed by means of gas chromatography and confirmed that 2-cyclohexylpropionic acid was obtained in an yield of 65% and 35% of the 2-cyclohexylpropanal remained unreacted in the reaction mixture. at 60° C. for 80 hours filter for liquid chromatography

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

Procedure: In a 2 L flask with a distillation tube attached thereto, 475 g of ethyl cyanoacetate (VI-1) (4.20 moles, 1.05 times by mole with respect to the 2-cyclohexylpropanal (II)), 6.0 g of acetic acid (0.10 millimole, 0.025 times by mole with respect to the 2-cyclohexylpropanal (II)), and 3.4 g of piperidine (40 millimoles, 0.01 times by mole with respect to the 2-cyclohexylpropanal (II)) were placed, which then was stirred at room temperature. Then, 561 g (4.00 moles) of 2-cyclohexylpropanal (II) (“Pollenal II” (Trade Name), manufactured by Kao Corporation) was dropped thereinto over 40 minutes. Thereafter, this was heated to 50° C., the pressure was reduced gradually to 4.0 kPa over two hours, and the reaction was continued while by-product water was removed. Furthermore, excessive ethyl cyanoacetate was distilled under 130 Pa at 110° C. Then, 921 g of the concentrated liquid thus obtained was subjected to gas chromatography quantitative analysis. As a result, the conversion ratio of the 2-cyclohexylpropanal (II) was 100% and the ethyl 2-cyano-4-cyclohexylpenta-2-enoate (VII-1) had a purity of 98.0% and a reaction yield of 95.9%. a reaction yield of 95.9%

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

Procedure: In a 2 L flask with a distillation tube attached thereto, 475 g of ethyl cyanoacetate (VI-1) (4.20 moles, 1.05 times by mole with respect to the 2-cyclohexylpropanal (II)), 6.0 g of acetic acid (0.10 millimole, 0.025 times by mole with respect to the 2-cyclohexylpropanal (II)), and 3.4 g of piperidine (40 millimoles, 0.01 times by mole with respect to the 2-cyclohexylpropanal (II)) were placed, which then was stirred at room temperature. Then, 561 g (4.00 moles) of 2-cyclohexylpropanal (II) (“Pollenal II” (Trade Name), manufactured by Kao Corporation) was dropped thereinto over 40 minutes. Thereafter, this was heated to 50° C., the pressure was reduced gradually to 4.0 kPa over two hours, and the reaction was continued while by-product water was removed. Furthermore, excessive ethyl cyanoacetate was distilled under 130 Pa at 110° C. Then, 921 g of the concentrated liquid thus obtained was subjected to gas chromatography quantitative analysis. As a result, the conversion ratio of the 2-cyclohexylpropanal (II) was 100% and the ethyl 2-cyano-4-cyclohexylpenta-2-enoate (VII-1) had a purity of 98.0% and a reaction yield of 95.9%. a reaction yield of 95.9%

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

Procedure: Into a 200 ml round bottom flask 50 ml of methanol, 30.0 g of 2-cyclohexylpropanal, 36.1 g of methyl orthoformate, and 0.5 g of ammoniumchloride were charged and the mixture was stirred at room temperature for 12 hours. After washing the resulting reaction mixture with water, the residue was distilled to prepare 37.5 g of Compound No. 4 (purity: 99.3%, boiling point: 83° C./5 mmHg). The compound was a colorless, transparent liquid having a floral and fruity odor. After washing the resulting reaction mixture with water the residue was distilled to prepare 37.5 g of Compound No

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

Procedure: 100.0 g of a compound (Ia) was hydrogenated in a solution of 2 g of p-toluene sulfonic acid, 200 ml of acetone, and 500 ml of water at 60° C. for 24 hours. The hydrogenated product was distilled to obtain 66.5 g of 2-cyclohexylpropanal (purity: 98.5%, boiling point: 65° C./5 mmHg). The hydrogenated product was distilled

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

Procedure: Into a 500 ml round bottom flask was charged 300 g of 2-cyclohexylpropanal and was fed a stream of oxygen at a rate of 100 ml per minute at 60° C. for 80 hours through a sintered liquid filter for liquid chromatography. The reaction mixture was analyzed by means of gas chromatography and confirmed that 2-cyclohexylpropionic acid was obtained in an yield of 65% and 35% of the 2-cyclohexylpropanal remained unreacted in the reaction mixture. at 60° C. for 80 hours filter for liquid chromatography

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

Procedure: In a 2 L flask with a distillation tube attached thereto, 475 g of ethyl cyanoacetate (VI-1) (4.20 moles, 1.05 times by mole with respect to the 2-cyclohexylpropanal (II)), 6.0 g of acetic acid (0.10 millimole, 0.025 times by mole with respect to the 2-cyclohexylpropanal (II)), and 3.4 g of piperidine (40 millimoles, 0.01 times by mole with respect to the 2-cyclohexylpropanal (II)) were placed, which then was stirred at room temperature. Then, 561 g (4.00 moles) of 2-cyclohexylpropanal (II) (“Pollenal II” (Trade Name), manufactured by Kao Corporation) was dropped thereinto over 40 minutes. Thereafter, this was heated to 50° C., the pressure was reduced gradually to 4.0 kPa over two hours, and the reaction was continued while by-product water was removed. Furthermore, excessive ethyl cyanoacetate was distilled under 130 Pa at 110° C. Then, 921 g of the concentrated liquid thus obtained was subjected to gas chromatography quantitative analysis. As a result, the conversion ratio of the 2-cyclohexylpropanal (II) was 100% and the ethyl 2-cyano-4-cyclohexylpenta-2-enoate (VII-1) had a purity of 98.0% and a reaction yield of 95.9%. a reaction yield of 95.9%