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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1380519Generated: November 2, 2026

Ethanol → 4-(Dimethylamino)-1,1-diphenylbut-3-en-2-one

https://huagongshe.com/reaction/1380519

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolHCID 702—
Reactant1,1-DiphenylacetoneHCID 69907—
ReactantDimethylformamide dimethyl acetalHCID 78373—
SolventDiethyl EtherHCID 3283—
Product4-(Dimethylamino)-1,1-diphenylbut-3-en-2-oneHCID 2806014—

Reaction Conditions

Temperature-10 °C

Reaction Steps

A mixture of 21.0 g of 1,1-diphenylacetone and 40 ml of N,N-dimethylformamide dimethyl acetal in a 300 ml round bottom flask was heated in an oil bath at 120° C. for 8 hours with ethanol being distilled over. The reaction mixture was cooled and evaporated in vacuo to give an oil. The oil was boiled up in 50 ml of ether then cooled at -10° C. and gave a heavy precipitate. The precipitate was collected, washed with ether, then air dried and gave 21.5 g of crude product. A 5.0 g portion was recrystallized from 50 ml of 2-propanol, then cooled at room temperature. The material was collected and dried at 60° C. and gave 1.7 g of the desired product, mp 93°-94° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04582833
Source datasetuspto-grants-1986_04
ORD IDord-48bd0760a1c54d87aeb69433f4654cc2
Source noteuspto-grants-1986_04