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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1251624Generated: October 26, 2026

Mesityl oxide → Piperitenone

https://huagongshe.com/reaction/1251624

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMesityl oxideHCID 8858—
ReactantBenzyltrimethylammonium hydroxideHCID 66854—
Reactant4-Hydroxy-2-ButanoneHCID 111509—
SolventAcetic AcidHCID 176—
ProductPiperitenoneHCID 38115260%

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, 4.18 ml (10 mmol) of 40% benzyltrimethylammonium hydroxide aqueous solution was added dropwise thereto 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 neutralized by adding dropwise 0.69 ml of acetic acid. By carrying out distillation of the reaction solution under a reduced pressure, 180 g of piperitenone was obtained. Yield 60%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06342644B1
Source datasetuspto-grants-2002_01
ORD IDord-83d1826d5c254b6890b0878c2d831240
Source noteuspto-grants-2002_01