Acetic Acid → Acetoacetic Acid

HRID 1076763

Reaction equation

HRID 1076763 reaction equation
[CH3:1][C:2]1[CH2:7][CH2:6][C@@H:5]([C:8]([CH3:10])=[CH2:9])[CH2:4][CH:3]=1.C([O:14][C:15](=[O:17])[CH3:16])(=O)C.[C:18](O)(=[O:20])[CH3:19]>>[CH3:19][C:18]([CH2:16][C:15]([OH:14])=[O:17])=[O:20].[CH3:1][C:2]1[CH2:7][CH2:6][C@@H:5]([C:8]([CH3:10])=[CH2:9])[CH2:4][CH:3]=1

Participants

5

Reactant 3

HCID 176Acetic AcidHCID 7918Acetic AnhydrideHCID 440917(+)-Limonene

Product 2

HCID 96Acetoacetic AcidHCID 440917(+)-Limonene

Procedure

This patent discloses a process in which the 1,2 epoxide of limonene is refluxed with acetic acid and acetic anhydride to yield the 1,2 diacetate of limonene and the excess of these esterification reagents is removed. The diester product of pyrolysed by heating at atmospheric pressure at an elevated temperature. The carvyl acetate is obtained by fractional distillation of the resulting mixture.

Sources & evidence

ORD record
ord-4f678fd0b26f419a9e8c06c81a8a3a47
Source dataset
uspto-grants-1976_05
Patent number
US03957856

Linked notes

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