Methyl 3-pentenoate → Methyl 3-methoxyvalerate
Reaction equation
[C:1]([O:7][CH3:8])(=[O:6])[CH2:2][CH:3]=[CH:4][CH3:5].[C:9](OC)(=[O:14])/C=C/CC.C(OC)(=O)/C=C\CC.C(OC)(=O)CCC=C>>[CH3:9][O:14][CH:3]([CH2:4][CH3:5])[CH2:2][C:1]([O:7][CH3:8])=[O:6]Participants
5
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.