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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2308170Generated: November 1, 2026

2-Aminophenol → Carvone, (+-)-

https://huagongshe.com/reaction/2308170

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-AminophenolHCID 5801—
Reactant(+)-trans-Limonene oxideHCID 449290—
ReactantHCID 12233160HCID 12233160—
CatalystZinc CaprylateHCID 11180—
ProductCarvone, (+-)-HCID 74393%

Reaction Conditions

Temperature212.5 °C

Reaction Steps

A mixture of 1000 parts of cis-1,2-limonene oxide, 1 part of zinc octoate (contains 18% zinc) and 0.5 parts of 2-aminophenol was refluxed at 200-225° C. for 1.5 hours in a three-necked flask equipped agitator, Dean-Stark trap, and temperature probe. This process is exothermic. Cooling should be applied to prevent a runaway reaction. After cooling 998 part of the mixture containing 87% carveol and 3% carvone was obtained. This mixture can be further processed to carvone according to example 58, or fractionated to obtain pure trans-carveol.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06835686B2
Source datasetuspto-grants-2004_12
ORD IDord-c1040606167946c69cb56b7d2163fdd7
Source noteuspto-grants-2004_12