Boron tribromide → HCID 14986432, compound

Participants

Reaction Steps

To 0.98 g (2.07 mmol) of 4-[[6-(3,4-dimethoxy-2,5,6-trimethylphenyl)-6-oxohexyl]oxy]-2-hydroxy-3-propylbenzoic acid in 100 mL of methylene chloride cooled at -75° was added 7 mL (7 mmol) of 1M boron tribromide in methylene chloride. The reaction mixture was stirred at -75° for 30 minutes and then was kept at -20° for 18 hours. Workup as in Example 32 and recrystallization of the crude product from ether-hexane gave 0.51 g, mp 169°-170° of 4-[[6-(3,4-dihydroxy-2,5,6-trimethylphenyl)-6-oxohexyl]oxy]-2-hydroxy-3-propylbenzoic acid.

Provenance & Evidence