Water → HCID 60075148, compound

Participants

Reaction Steps

A solution of 11.39 g (0.0451 mol) of the methoxy tetralone from step 7 in 250 mL CH2Cl2 is cooled in ice and treated dropwise with 29 mL of BBr3. The purple solution is kept at 0° for 0.5 hour, then at room temperature overnight. The solution is poured into H2O and extracted twice with Et2O. The Et2O is washed twice with 5% NaOH and the NaOH back extracted with Et2O. The NaOH extract is acidified with dil. HCl and extracted twice with Et2O. The Et2O is washed with sat. NaCl, dried over Mg SO4, and the solvent removed leaving 10.82 g of a brown foam. Chromatography on silica gel, eluting with CHCl3/MeOH (98:2) gives 2.05 g (19.1% yield) of the product as a pink solid. The structure is confirmed by NMR and mass spectroscopy.

Provenance & Evidence