Carbon Dioxide → HCID 178515905, compound

Participants

Reaction Steps

Under N2, a solution of 52 (2.25 g, 0.0082 mol) in CH2Cl2 (25 ml) was added dropwise to a dry-ice cooled solution of BBr3 (2.5 ml, d=2.65, 0.0265 mol) in CH2Cl2 (75 ml). After the addition, the solution was stirred at room temperature overnight and then treated dropwise with CH3OH (50 ml). After stirring overnight at room temperature, the solution was concentrated to dryness, the residue treated with 10% NaOH, the aqueous layer extracted with Et2O, the pH of the solution adjusted to 8.7 and concentrated to dryness. The residue was triturated with hot CH3OH, filtered, the filtrate concentrated to dryness and the residue chromatographed on silica gel. The product was eluted with 10% CH3OH--CHCl3 to yield 1.75 g (82%) of 53.

Provenance & Evidence