Water → HCID 59435081, compound

Participants

Reaction Steps

2,2-dimethoxyindan-1,3-dione-5-boronic acid pinacol ester (24) (470 mg, 1.41 mmol), 1,3,5-tribromobenzene (25) (126 mg, 0.40 mmol), Pd(PPh3)4 (58 mg, 0.050 mmol), and K3PO4 (513 mg, 2.41 mmol) were dissolved in a solvent mixture of 12 ml of toluene and 6 ml of ethanol, and the solution was mixed with 4 ml of water. After deaeration, the solution was refluxed in an argon atmosphere for 12 hours. The reaction liquid was cooled to room temperature. Thereafter, water was poured into the reaction liquid, which was then extracted with chloroform. The extracted liquid of organic phase was dried with sodium sulfate and then filtered to remove the drying agent. Thereafter, the solvent was removed at a reduced pressure. The crude product was purified by silica gel chromatography (the solvent was gradually changed from hexane to a 1:1 mixture of hexane:ethyl acetate), to obtain 280 mg (41%) of 1,3,5-tris(2,2-dimethoxy-1,3-dioxoindan-5-yl)benzene (26) in the form of a yellow solid. The readings for this compound are as follows.

Provenance & Evidence