Glutaric Acid → Dimenthyl glutarate

HRID 2423325Notes

Reaction equation

HRID 2423325 reaction equation
[CH:1]1([CH3:11])[CH2:6][CH2:5][CH:4]([CH:7]([CH3:9])[CH3:8])[CH:3]([OH:10])[CH2:2]1.[C:12]([OH:20])(=[O:19])[CH2:13][CH2:14][CH2:15][C:16]([OH:18])=[O:17]>>[C:12]([O:10][CH:3]1[CH:4]([CH:7]([CH3:8])[CH3:9])[CH2:5][CH2:6][CH:1]([CH3:11])[CH2:2]1)(=[O:19])[CH2:13][CH2:14][CH2:15][C:16]([O-:18])=[O:17].[C:16]([O:18][CH:3]1[CH:4]([CH:7]([CH3:9])[CH3:8])[CH2:5][CH2:6][CH:1]([CH3:11])[CH2:2]1)(=[O:17])[CH2:15][CH2:14][CH2:13][C:12]([O:10][CH:3]1[CH:4]([CH:7]([CH3:8])[CH3:9])[CH2:5][CH2:6][CH:1]([CH3:11])[CH2:2]1)=[O:20]

Participants

4

Reactant 2

HCID 743Glutaric AcidHCID 1254Menthol

Product 2

HCID 583664Dimenthyl glutarateHCID 187145375-{[5-Methyl-2-(propan-2-yl)cyclohexyl]oxy}-5-oxopentanoate

Procedure

The inventive process is simple to practice using conventional equipment and techniques. Menthol and excess glutaric acid are reacted under conditions effective to produce a mixture comprising monomenthyl glutarate and dimenthyl glutarate. The initial weight ratio of glutaric acid to menthol is adjusted to range from 1.0 to 1.6, preferably from 1.05 to 1.56. This provides a product mixture that comprises from 60 to 70 wt. % of MMG and from 30 to 40 wt. % of DMG.

Sources & evidence

ORD record
ord-df18187421d8408b954e49116fc49d02
Source dataset
uspto-grants-2011_06
Patent number
US07960580B2

Reaction notes

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