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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 917658Generated: October 26, 2026

Water → 1-(2-Methylphenyl)pentane-1,4-dione

https://huagongshe.com/reaction/917658

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantMethyl vinyl ketoneHCID 6570—
ReactantTriethylamineHCID 8471—
Reactant2-MethylbenzaldehydeHCID 10722—
Catalyst3-Ethyl-5-(2-hydroxyethyl)-4-methylthiazolium bromideHCID 9964923—
SolventDimethylformamideHCID 6228—
Product1-(2-Methylphenyl)pentane-1,4-dioneHCID 22641167—

Reaction Conditions

Temperature80 °C

Reaction Steps

25 g (208 mmol) of o-tolualdehyde, 14.58 g (208 mmol) of methyl vinyl ketone, 21.05 g (208 mmol) of triethylamine, 5.4 g (21.4 mmol) of 3-ethyl-5-(2-hydroxyethyl)-4-methylthiazolium bromide were dissolved in this order in 100 ml of DMF and stirred at 80° C. for 12 hours. The reaction mixture was subsequently admixed with 400 ml of water and extracted twice with methylene chloride. The combined methylene chloride phases were washed with 10% strength sulfuric acid and saturated sodium hydrogencarbonate solution and dried over sodium sulfate. After taking off the solvent on a rotary evaporator, the product was purified by fractional distillation.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07273940B2
Source datasetuspto-grants-2007_09
ORD IDord-b92715fdf1c4412081af3c16dd8b53bf
Source noteuspto-grants-2007_09