Water → 3,3-Dimethyl-5-oxohexanoic acid

HRID 1981071Notes

Reaction equation

HRID 1981071 reaction equation
[O:1]=[C:2]1[CH2:9][C:6]([CH3:8])([CH3:7])[CH2:5][C:4](C)=[CH:3]1.O=O.[O:13]=[O+][O-].[OH2:16]>>[CH3:7][C:6]([CH3:8])([CH2:9][C:2](=[O:1])[CH3:3])[CH2:5][C:4]([OH:13])=[O:16]

Participants

5

Reactant 4

HCID 962Water2×HCID 977OxygenHCID 6544IsophoroneHCID 24823Ozone2×

Product 1

HCID 113326103,3-Dimethyl-5-oxohexanoic acid

Conditions

Temperature
0 °C

Procedure

A suspension of 15.8 g of isophorone in 110 ml of water was cooled down to 0° C. Then a stream of oxygen which contains about 4 percent of ozone was introduced until the suspension was saturated with ozone. The entire matter was now heated to 95° C. and was boiled for 3 hours under reflux. The 3,3-dimethyl-5-oxo-hexanoic acid was subsequently isolated by evaporation of water under vacuum.

Workup

  1. additionwas introduced until the suspension
  2. temperatureThe entire matter was now heated to 95° C.
  3. temperatureunder reflux

Sources & evidence

ORD record
ord-a5f19b5596f74e3fbb8056938275b61b
Source dataset
uspto-grants-1985_04
Patent number
US04511734

Reaction notes

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