Methyl 2-pentenoate → Methyl 3-methoxyvalerate
Reaction equation
C[O-].[Na+].[C:4]([O:10][CH3:11])(=[O:9])/[CH:5]=[CH:6]\[CH2:7][CH3:8].[C:12](OC)(=[O:17])/C=C/CC>CO>[CH3:12][O:17][CH:6]([CH2:7][CH3:8])[CH2:5][C:4]([O:10][CH3:11])=[O:9]Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 65 °C
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.
Sources & evidence
- ORD record
- ord-a26af50954704d73947f3d679bc0d754
- Source dataset
- uspto-grants-1988_12
- Patent number
- US04791219
Reaction notes
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