Water → 6-Oxohexanoic acid

HRID 1709617Notes

Reaction equation

HRID 1709617 reaction equation
[CH:1]([CH2:3][CH2:4][CH2:5][CH2:6][C:7]([O:9]C)=[O:8])=[O:2].O>S(=O)(=O)(O)O.CO>[CH:1]([CH2:3][CH2:4][CH2:5][CH2:6][C:7]([OH:9])=[O:8])=[O:2]

Participants

5

Reactant 2

HCID 962WaterHCID 81164Methyl 6-oxohexanoate

Product 1

HCID 4409186-Oxohexanoic acidYield 57%

Reagents, catalysts & solvents 2

HCID 1118Sulfuric AcidCatalystHCID 887MethanolSolvent

Procedure

36 g of methyl 5-formylvalerate, 90 g of water and 0.5 g of sulfuric acid were heated under reflux for 3.5 hours, the methanol formed being distilled off continuously. Fractional vacuum distillation gave 18.5 g of 5-formylvaleric acid (yield 57% of theory).

Workup

  1. temperatureunder reflux for 3.5 hours
  2. distillationbeing distilled off continuously
  3. distillationFractional vacuum distillation

Sources & evidence

ORD record
ord-453ca0aaeee1497da2a97db3be4c42e4
Source dataset
uspto-grants-1990_08
Patent number
US04950429

Reaction notes

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