Sodium Methoxide → Methyl 5-oxocyclopent-1-ene-1-heptanoate

HRID 330103Notes

Reaction equation

HRID 330103 reaction equation
O=[C:2]([CH2:14][CH2:15][CH:16]=[O:17])[CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][C:10]([O:12][CH3:13])=[O:11].C[O-].[Na+]>CO>[O:17]=[C:16]1[C:3]([CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][C:10]([O:12][CH3:13])=[O:11])=[CH:2][CH2:14][CH2:15]1

Participants

4

Reactant 2

HCID 10942334Sodium MethoxideHCID 150938019-Keto-12-oxo-dodecanoic acid, methyl ester

Product 1

HCID 2777884Methyl 5-oxocyclopent-1-ene-1-heptanoate

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of the ester (VI) (10 g, 0.041 mole) in methanol (15 ml) is added dropwise, under nitrogen and stirring at reflux, to a solution of sodium methoxide [prepared from sodium (2.17 g; 0.094 mole) and methanol (280 ml)] At the end of the addition, the mixture is refluxed for 15 minutes.

Workup

  1. temperaturethe mixture is refluxed for 15 minutes

Sources & evidence

ORD record
ord-4c8f1a7c3ee24c60b4d3bf5113f6a201
Source dataset
uspto-grants-1990_01
Patent number
US04894473

Reaction notes

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