Ethyl Acetate → HCID 87378695, compound

Participants

Reaction Steps

0.122 g (5 mol %) of Pdcl2 (dppf) was added to 0.742 g (2.44 mmol) of iodophenanthrene in a darkroom, and dissolved with 12 ml of THF/H2O. 0.90 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 NaOH aq was injected, the reaction was initiated in a 65° C. oil bath with light shielding, and the mixture was agitated for 24 hours. Completion of the reaction could not be confirmed because the raw material iodophenanthrene overlaps the target product in TLC (Hex:EtOAc=1:1). Fluorescence was confirmed with the naked eye. 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 1.2749 g of a mixture of the target product and iodophenanthrene.

Provenance & Evidence