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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1251625Generated: October 25, 2026

Mesityl oxide → Piperitenone

https://huagongshe.com/reaction/1251625

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMesityl oxideHCID 8858—
Reactant4-Hydroxy-2-ButanoneHCID 111509—
ReactantBarium hydroxide, octahydrateHCID 17749109—
CatalystBenzyl triethylammonium chlorideHCID 66133—
ProductPiperitenoneHCID 38115262%

Reaction Conditions

Temperature80 °C

Reaction Steps

A 688 ml (6.0 mol) portion of mesityl oxide was put into a one liter capacity four neck flask and mixed with 6.30 g (0.02 mol) of barium hydroxide octahydrate and 2.28 g (10 mmol) of benzyltriethylammonium chloride, and the mixture was heated to 80° C. To this was added dropwise 172 ml (2.0 mol) of 4-hydroxy-2-butanone spending 1 hour while keeping at 80° C. After completion of the dropwise addition, this was stirred for 30 minutes and then the reaction solution was distilled under a reduced pressure to obtain 182 g of piperitenone. Yield 62%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06342644B1
Source datasetuspto-grants-2002_01
ORD IDord-8af2e2c31956441bb980e2a80491edc0
Source noteuspto-grants-2002_01