Phosphorus oxybromide → HCID 86617067, compound

Participants

Reaction Steps

A mixture of 6-(2,6-Dimethyl-phenoxy)-1,4-dihydroxy-isoquinoline-3-carboxylic acid butyl ester (4 mmol, 1.53 g), POBr3 (16 mmol, 4.63 g), MeCN (30 mL) was refluxed gently with stirring before it was concentrated in vacuo. The residue was dissolved in CH2Cl2 (100 mL). To the solution was added NaHCO3 (20 g) and then water (100 mL) in small portions with stirring. The mixture was stirred for 1 h at ambient temperature before the organic phase was separated and dried over MgSO4. Concentration and purification of the residue by flash column chromatography on silica gel using CH2Cl2 as the eluent gave the title compound as a yellowish oil (640 mg); MS-(+)-ion: M+1, 79Br/81Br=443.9 and 445.9.

Provenance & Evidence