Methanol → Heptanoic acid, 6-oxo-, methyl ester

HRID 1926889Notes

Reaction equation

HRID 1926889 reaction equation
[O:1]=[C:2]([CH3:10])[CH2:3][CH2:4][CH2:5][CH2:6][C:7]([OH:9])=[O:8].[CH3:11]O>S(=O)(=O)(O)O>[O:1]=[C:2]([CH3:10])[CH2:3][CH2:4][CH2:5][CH2:6][C:7]([O:9][CH3:11])=[O:8]

Participants

4

Reactant 2

HCID 887MethanolHCID 988106-Oxoheptanoic acid

Product 1

HCID 288022Heptanoic acid, 6-oxo-, methyl ester

Reagents, catalysts & solvents 1

HCID 1118Sulfuric AcidCatalyst

Procedure

Dissolve 10 g 6-oxoheptanoic acid (69.4 mmol) in 100 ml methanol. Add a few drops of concentrated sulphuric acid and stir for 1.5 h under reflux. Then concentrate by evaporation. Take up in dichloromethane and wash once with satd. sodium hydrogencarbonate solution. Separate the phases, dry the organic phase and concentrate by evaporation. 10.1 g (91.1% of theor.) of the target compound is obtained.

Workup

  1. temperatureunder reflux
  2. concentrationThen concentrate by evaporation
  3. washwash once with satd
  4. customSeparate the phases
  5. customdry the organic phase
  6. concentrationconcentrate by evaporation
  7. custom10.1 g (91.1% of theor.) of the target compound is obtained

Sources & evidence

ORD record
ord-799c9a8fd72f453e9694099379b884d3
Source dataset
uspto-grants-2012_05
Patent number
US08183246B2

Reaction notes

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