Hydrochloric Acid → 6-Isobutyl-3-methyl-2,4,5,6-tetrahydro-benzo[b]-furan-2-one

HRID 262805Notes

Reaction equation

HRID 262805 reaction equation
[CH2:1]([CH:5]1[CH2:10][CH2:9][CH2:8][C:7](=[O:11])[CH2:6]1)[CH:2]([CH3:4])[CH3:3].[C:12](O)(=[O:16])[C:13]([CH3:15])=O.Cl>C(O)(=O)C>[CH2:1]([CH:5]1[CH:6]=[C:7]2[O:11][C:12](=[O:16])[C:13]([CH3:15])=[C:8]2[CH2:9][CH2:10]1)[CH:2]([CH3:4])[CH3:3]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 1060Pyruvic AcidHCID 125285023-(2-Methylpropyl)cyclohexan-1-one

Product 1

HCID 213196056-Isobutyl-3-methyl-2,4,5,6-tetrahydro-benzo[b]-furan-2-one

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

The process according to claim 1, wherein 3-isobutyl-cyclohexanone and pyruvic acid are heated in an HCl and acetic acid solution to give 6-isobutyl-3-methyl-2,4,5,6-tetrahydro-benzo[b]-furan-2-one and this product is heated for 4 to 5 hours with pyridine hydrochloride to give p-isobutylhydratropic acid.

Sources & evidence

ORD record
ord-c2488fbff77043d4841b3b2dea366f46
Source dataset
uspto-grants-1979_05
Patent number
US04154962

Reaction notes

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