Boron tribromide → HCID 69971360, compound

Participants

Reaction Steps

(4-(2-Benzoyl-5-isopropyl-4-methoxy-phenoxy)-3,5-dibromo-phenyl)-acetic acid methyl ester (100 mg, 0.17 mmol) in 5 ml CH2Cl2 was cooled to −20° C. BBr3 (0.52 ml, 3 eq) was added dropwise and the reaction was allowed to reach room temperature and then poured into ice. The two phases were separated and the water phase extracted with CH2Cl2. The combined organic phases were dried over MgSO4 and concentrated. Purification on silica gel gave 69mg (71%) (4-(2-Benzoyl-5-isopropyl-4-hydroxy-phenoxy)-3,5-dibromo-phenyl)-acetic acid methyl ester as a white solid. 1H NMR (CD3COCD3): d 8.46 (s, 1H), 7.95 (d, 2H), 7.64 (s, 2H), 7.54 (m, 3H), 7.01 (s, 1H), 6.29 (s, 1H), 3.73 (s, 2H), 3.65 (s, 3H), 3.27 (m, 1H), 1.09 (d, 6H).

Provenance & Evidence