7-Octen-4-one, 2,6-dimethyl- → HCID 9964216, compound

HRID 1370031Notes

Reaction equation

HRID 1370031 reaction equation
[CH3:1][CH:2]([CH2:4][C:5]([CH2:7][CH:8](C=C)[CH3:9])=[O:6])[CH3:3].[C:12](=[O:15])(O)[O-:13].[Na+].I([O-])(=O)(=O)=O.[Na+].[Mn]([O-])(=O)(=O)=O.[K+].S(=O)(O)[O-].[Na+]>O>[CH3:9][CH:8]([CH2:7][C:5](=[O:6])[CH2:4][CH:2]([CH3:3])[CH3:1])[C:12]([OH:13])=[O:15]

Participants

7

Reactant 5

HCID 1027067-Octen-4-one, 2,6-dimethyl-HCID 516875Potassium PermanganateHCID 516892Sodium BicarbonateHCID 23665763Sodium BisulfiteHCID 23667635Sodium periodate

Product 1

HCID 9964216HCID 9964216, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

The method of claim 1, wherein the 2,6-dimethyl-4-oxo-heptanoic acid is obtained by (i) mixing the purified dihydrotagetone with sodium bicarbonate, sodium metaperiodate, potassium permanganate, alumina, and water to produce a mixture; (ii) irradiating the mixture for about 2 to 20 minutes in a microwave oven; (iii) adding the irradiated mixture to a saturated solution of sodium bisulphite; (iv) passing the resultant mixture through a Celite bed and washing with acetone; (v) concentrating the filtrate and washes under reduced pressure; and (vi) cooling and acidifying the reaction mixture, from which 2,6-dimethyl-4-oxo-heptanoic acid is isolated.

Workup

  1. customto produce a mixture
  2. washwashing with acetone
  3. concentration(v) concentrating the filtrate and washes under reduced pressure
  4. temperatureand (vi) cooling

Sources & evidence

ORD record
ord-56ce751f232d42f789c52d459114c552
Source dataset
uspto-grants-2003_06
Patent number
US06579992B2

Reaction notes

Loading…