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 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.
Workup
- custom10 g/hour of methyl 3-methoxyvalerate were pumped into an evaporator
- customat 300° C.
- customcondensed
Sources & evidence
- ORD record
- ord-5f4f5002df684bab8928917b443000f1
- Source dataset
- uspto-grants-1989_07
- Patent number
- US04845269
Reaction notes
Loading…