METHYL 2-PENTENOATE

Conditions: temp:100.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: A mixture of 171 g of methyl 2-trans-pentenoate and 106.5 g of pyrrolidine was heated for 20 hours at 100° C. After distillation over a Vigreux column, 198.7 g (72% of theory) of methyl 3-pyrrolidinovalerate of boiling point 65° C./0.4 mbar, nD20 =1.4580, were obtained. After distillation over a Vigreux column, 198.7 g (72% of theory) of methyl 3-pyrrolidinovalerate of boiling point 65° C./0.4 mbar nD20 =1.4580, were obtained

Conditions: temp:60.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: A mixture of 213 g of methyl 2-trans-pentenoate and 64 g of piperazine was stirred for 44 hours at 60° C. Fractional distillation gave 77.1 g of methyl 3-piperazinovalerate of boiling point 105° C./0.4 mbar, nD20 =1.4740, the yield being 51%, based on piperazine used. delta =0.70-1.80 (m, 5 H), 1.72 (s, 1 H), 2.0-3.2 (m, 11 H), 3.70 ppm (s, 3 H). Fractional distillation

Conditions: temp:100.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: A mixture of 171 g of methyl 2-trans-pentenoate and 130.5 g of morpholine was heated for 46 hours at 100° C. After distillation of the reaction mixture over a Vigreux column, 179 g (59% of theory) of methyl 3-morpholinovalerate of boiling point 85° C./0.4 mbar, nD20 =1.4610, were obtained. After distillation of the reaction mixture over a Vigreux column, 179 g (59% of theory) of methyl 3-morpholinovalerate of boiling point 85° C./0.4 mbar nD20 =1.4610, were obtained

Conditions: temp:65.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: A mixture of 500 g of methyl 2-trans-pentenoate and 372 g of piperidine was heated at 65° C. for 17 hours and then at 100° C. for 24 hours. After distillation over a Vigreux column, 562 g (64% of theory) of methyl 3 -piperidinovalerate of boiling point 64° C./2 mbar, nD20 =1.4592, were obtained. After distillation over a Vigreux column, 562 g (64% of theory) of methyl 3 -piperidinovalerate of boiling point 64° C./2 mbar nD20 =1.4592, were obtained

Conditions: temp:65.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: A solution of 5.4 g of sodium methylate in 64 g of methanol was added to a mixture of 192 g of methyl cis trans-3-pentenoate, 4 g of methyl 2-cis-pentenoate and 28 g of methyl 2-trans-pentenoate, and the mixture was heated to 65° C. and stirred for four hours at this temperature. After the working up procedure described in Example 1, 153.6 g (53% of theory) of methyl 3-methoxyvalerate were obtained.

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

Procedure: 10 g/hour of methyl 3-methoxyvalerate were pumed into an evaporator and passed from there, in gaseous form together with 3 l of nitrogen, at 350° C., over 5 g of an SiO2 catalyst. The gaseous reaction products were condensed, weighed and analysed by gas chromatography. In the course of 6 hours, 53.3 g of the reacted mixture consisting of 30% of methyl 3-pentenoate, 56% of methyl 2-transpentenoate, 8% of methyl 2-cis-pentenoate, 2% of methyl 4-pentenoate and 3% of unconverted methyl 3-methoxyvalerate were obtained. The ratio of 3-pentenoates to 2-pentenoates was accordingly 1:2.2. 10 g/hour of methyl 3-methoxyvalerate were pumed into an evaporator at 350° C. condensed

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

Procedure: 10 g/hour of methyl 3-methoxyvalerate were pumped into an evaporator and passed from there, in gaseous form together with 3 l of nitrogen, at 300° C., over 5 g of an Al2O3 catalyst. The gaseous reaction products were condensed, weighed and analysed by gas chromatography. In the course of a reaction time of 6 hours, 49 g of reacted mixture consisting of 37% of methyl 3-pentenoate, 33% of methyl 2-trans-pentenoate, 5% of methyl 2-cis-pentenoate, 1% of methyl 4-pentenoate and 22% of unconverted methyl 3-methoxyvalerate were obtained. The ratio of 3-pentenoates to 2-pentenoates was accordingly 1:1. 10 g/hour of methyl 3-methoxyvalerate were pumped into an evaporator at 300° C. condensed

Conditions: temp:100.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: A mixture of 500 g of methyl 2-trans-pentenoate and 372 g of piperidine was heated at 100° C. for 24 hours. 562 g (64% of theory) of methyl 3-piperidinovalerate of boiling point 75°-77° C./2 mbar were obtained by fractional distillation.

Conditions: temp:100.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: A mixture of 171 g of methyl 2-trans-pentenoate and 106.5 g of pyrrolidine was heated for 20 hours at 100° C. After distillation over a Vigreux column, 198.7 g (72% of theory) of methyl 3-pyrrolidinovalerate of boiling point 65° C./0.4 mbar, nD20 =1.4580, were obtained. After distillation over a Vigreux column, 198.7 g (72% of theory) of methyl 3-pyrrolidinovalerate of boiling point 65° C./0.4 mbar nD20 =1.4580, were obtained

Conditions: temp:60.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: A mixture of 213 g of methyl 2-trans-pentenoate and 64 g of piperazine was stirred for 44 hours at 60° C. Fractional distillation gave 77.1 g of methyl 3-piperazinovalerate of boiling point 105° C./0.4 mbar, nD20 =1.4740, the yield being 51%, based on piperazine used. delta =0.70-1.80 (m, 5 H), 1.72 (s, 1 H), 2.0-3.2 (m, 11 H), 3.70 ppm (s, 3 H). Fractional distillation

Conditions: temp:60.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: A mixture of 213 g of methyl 2-trans-pentenoate and 64 g of piperazine was stirred for 44 hours at 60° C. Fractional distillation gave 77.1 g of methyl 3-piperazinovalerate of boiling point 105° C./0.4 mbar, nD20 =1.4740, the yield being 51%, based on piperazine used. delta =0.70-1.80 (m, 5 H), 1.72 (s, 1 H), 2.0-3.2 (m, 11 H), 3.70 ppm (s, 3 H). Fractional distillation

Conditions: temp:100.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: A mixture of 171 g of methyl 2-trans-pentenoate and 130.5 g of morpholine was heated for 46 hours at 100° C. After distillation of the reaction mixture over a Vigreux column, 179 g (59% of theory) of methyl 3-morpholinovalerate of boiling point 85° C./0.4 mbar, nD20 =1.4610, were obtained. After distillation of the reaction mixture over a Vigreux column, 179 g (59% of theory) of methyl 3-morpholinovalerate of boiling point 85° C./0.4 mbar nD20 =1.4610, were obtained