Methyl 3-pentenoate → Methyl 3-methoxyvalerate

반응식

[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]

참가 물질

반응물 4

HCID 101865Methyl 3-pentenoate

HCID 543664Methyl 4-pentenoate

HCID 5364718Methyl 2-pentenoate

HCID 6197811methyl (Z)-pent-2-enoate

생성물 1

HCID 12636344Methyl 3-methoxyvalerate수율 22%

실험 절차

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.