Ethyl Acetate → HCID 44477925, compound

Participants

Reaction Steps

0.122 g (5 mol %) of PdCl2 (dppf) was added to 0.686 g (2.44 mmol) of 1-bromopyrene in a darkroom, and dissolved with 12 ml of THF/H2O. 1.0 g (2.19 mmol) of 3,5-bis-tert-butyldimethylsilyloxymethyl Phenylboronic acid dissolved in 12 ml of THF/H2O was added, 3.66 ml (3 eq) of 2N NaOHaq was injected, the reaction was initiated in a 65° C. oil bath with light shielding, and the mixture was agitated for 24 hours. Strong fluorescence was continued with the naked eye by TLC (Hex:EtOAc=5:1). This was extracted with EtOAc, and the organic layer was washed with H2O, sat. NaHCO3 aq and sat. NaCl aq, and dried by addition of anhydrous NaSO4. The solvent was distilled off under reduced pressure to obtain 1.5203 g of a mixture of the target product and hydrolysates.

Provenance & Evidence