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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 600306Generated: October 30, 2026

2,2-Dimethyl-1,3-dioxane-4,6-dione → 1,3-Dioxane-4,6-dione, 5-((4-bromophenyl)methylene)-2,2-dimethyl-

https://huagongshe.com/reaction/600306

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2,2-Dimethyl-1,3-dioxane-4,6-dioneHCID 16249—
Reactant4-BromobenzaldehydeHCID 70741—
CatalystHexadecyltrimethylammonium BromideHCID 5974—
Product1,3-Dioxane-4,6-dione, 5-((4-bromophenyl)methylene)-2,2-dimethyl-HCID 36716180.3%

Reaction Conditions

Temperature60 °C

Reaction Steps

A mixture of N,N,N-trimethylhexadecan-1-aminium bromide (15.76 g), 4-bromobenzaldehyde (80 g) and 2,2-dimethyl-1,3-dioxane-4,6-dione (68.6 g) was heated and stirred at 60° C. for 1 h, during which time a solid precipitated from solution. The mixture was allowed to cool to room temperature. The solid was collected by filtration and washed with cold water (600 mL). dried in vacuo at 50° C. to give 5-(4-bromobenzylidene)-2,2-dimethyl-1,3-dioxane-4,6-dione (108 g) as a colourless solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07902181B2
Source datasetuspto-grants-2011_03
ORD IDord-bd7f36dbf1784722a51abaae17641df6
Source noteuspto-grants-2011_03