Water → 6-Oxohexanoic acid

HRID 568866Notes

Reaction equation

HRID 568866 reaction equation
[CH:1]([CH2:3][CH2:4][CH2:5][CH2:6][C:7]([O:9]C)=[O:8])=[O:2].O>C1(C)C=CC(S(O)(=O)=O)=CC=1.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 41%

Reagents, catalysts & solvents 2

HCID 6101p-Toluenesulfonic acidCatalystHCID 887MethanolSolvent

Procedure

36 g of methyl 5-formylvalerate, 90 g of water and 1 g of p-toluene sulfonic acid were refluxed for 8 hours, the methanol formed being distilled off constantly. Fractional distillation under reduced pressure gave 13.3 g (yield 41% of theory) of 5-formylvaleric acid.

Workup

  1. distillationbeing distilled off constantly
  2. distillationFractional distillation under reduced pressure

Sources & evidence

ORD record
ord-0debc86125ee4bf0beb8f638e28cf53f
Source dataset
uspto-grants-1988_03
Patent number
US04730040

Reaction notes

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