Methyl 3-hydroxyoctanoate → 6-Octenoic acid,3-oxo-, methyl ester

HRID 479845

Reaction equation

HRID 479845 reaction equation
[OH:1][CH:2]([CH2:8][CH2:9][CH2:10][CH2:11][CH3:12])[CH2:3][C:4]([O:6][CH3:7])=[O:5]>OC(CCC=CC)CC(OC)=O>[O:1]=[C:2]([CH2:8][CH2:9][CH:10]=[CH:11][CH3:12])[CH2:3][C:4]([O:6][CH3:7])=[O:5]

Participants

3

Reactant 1

HCID 110974Methyl 3-hydroxyoctanoate

Product 1

HCID 51284636-Octenoic acid,3-oxo-, methyl ester

Reagents, catalysts & solvents 1

HCID 73189267Methyl 3-hydroxy-6-octenoateSolvent

Procedure

The hydrogenation of methyl acetoacetate results in methyl 3-hydroxybutanoate; the hydrogenation of methyl 3-oxovalerate results in methyl 3-hydroxypentanoate; and the hydrogenation of methyl 3-oxo-6-octenoate results in a mixture of methyl 3-hydroxyoctanoate and methyl 3-hydroxy-6-octenoate.

Sources & evidence

ORD record
ord-d44e3d6bca4c4170bfd6c8badb0ee823
Source dataset
uspto-grants-2003_11
Patent number
US06646106B1

Linked notes

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