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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 257152Generated: October 26, 2026

Acetone → 2,2-Dimethyl-chroman-4-one

https://huagongshe.com/reaction/257152

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetoneHCID 180—
ReactantPyrrolidineHCID 31268—
Reactantalpha-HydroxyacetophenoneHCID 68490—
SolventTolueneHCID 1140—
Product2,2-Dimethyl-chroman-4-oneHCID 745429021.6%

Reaction Steps

Twenty five grams (25 g) of 2-hydroxyacetophenon, 10.7 g of acetone, and 5.5 g of pyrrolidine were added to 50 ml of toluene, and heated and refluxed. Twenty hours later, the temperature was returned to ambient temperature and the solvent was distilled off under reduced pressure, to which was added 100 ml of 1N hydrogen chloride. The extraction was carried out with 50 ml×3 of chloroform, followed by washing in water, drying over anhydrous magnesium sulfate, filtering off and condensation of the filtered solution. The residue was purified on a silica gel column the fraction containing the purified product were mixed together and the solvent therein was distilled off under reduced pressure to obtain 7 g of 3,4-dihydro-2,2-dimethyl-2H-benzo[b]pyran-4-one.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05260444
Source datasetuspto-grants-1993_11
ORD IDord-82943bc94705456ea20fa2554590862c
Source noteuspto-grants-1993_11