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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 530418Generated: October 26, 2026

1-Bromo-2-methylpropane → 1,2-Bis(4-isobutoxyphenyl)ethane-1,2-dione

https://huagongshe.com/reaction/530418

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-Bromo-2-methylpropaneHCID 6555—
ReactantPotassium CarbonateHCID 11430—
Reactant4,4'-DihydroxybenzilHCID 458204—
CatalystTetrabutylammonium BromideHCID 74236—
SolventDimethylformamideHCID 6228—
Product1,2-Bis(4-isobutoxyphenyl)ethane-1,2-dioneHCID 117600438212.9%

Reaction Conditions

Temperature130 °C

Reaction Steps

1,2-Bis(4-hydroxyphenyl)ethane-1,2-dione (0.77 g, 3.18 mmol) was dissolved in 20 mL of DMF. Potassium carbonate (1.3 g, 9.4 mmol), tetrabutylammonium bromide (0.5 g, 1.55 mmol) and 1-bromo-2-methylpropane (0.86 mL, 7.91 mmol) were added, then the reaction was stirred at 130° C. overnight. The mixture was extracted with ethyl acetate and the organic phase was washed with water, dried over sodium sulfate. Concentration under vacuum gave the title compound as oil (1.2 g, quantitative).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09353089B2
Source datasetuspto-grants-2016_05
ORD IDord-db3d9c4942684569a92fbb51e49d6c6c
Source noteuspto-grants-2016_05