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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 552875Generated: October 30, 2026

1,3-Propanediol → HCID 58729335, compound

https://huagongshe.com/reaction/552875

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,3-PropanediolHCID 10442—
ReactantPotassium CarbonateHCID 11430—
Reactant(2,3,5,6-Tetramethylphenyl)boronic acidHCID 16213799—
Reactant2,7-Dibromo-9,9-diheptyl-9H-fluoreneHCID 53423920—
SolventWaterHCID 962—
SolventTolueneHCID 1140—
ProductHCID 58729335HCID 58729335—

Reaction Conditions

Temperature110 °C

Reaction Steps

0.04 mol of durylboronic acid is initially charged in a 1-liter 3-neck flask with 600 ml of toluene, admixed with 0.04 mol of propane-1,3-diol and heated on a water separator until no further water is separated out. Afterward, the water separator is removed and replaced by a reflux condenser, and 0.01 mol of 2,7-dibromo-9,9-diheptylfluorene and 11.6 g of potash dissolved in 42 ml of water are added to the reaction mixture. The flask is then repeatedly evacuated under reduced pressure and flooded with argon in order to add the catalyst, tetrakis(triphenylphosphine)palladium. Finally, the mixture is heated to 110° C. for 48 h and purged with argon during this time. For workup, the organic phase is washed repeatedly with water, extracted and concentrated to dryness. The residue is washed in methanol and filtered off with suction. The crude product is purified by chromatography on silica gel by means of cyclohexane.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07951874B2
Source datasetuspto-grants-2011_05
ORD IDord-2418f3247d5d47709a2ef66e614d261e
Source noteuspto-grants-2011_05