Acetic Acid → HCID 71230691, compound

Participants

Reaction Conditions

Reaction Steps

Intermediate R (1.13 g, 2.92 mmol) was dissolved in CHCl3 (5 ml), acetic acid (5 ml) was added and the solution was cooled to 0° C. NBS (0.53 g, 2.92 mmol) was added and the mixture was left to slowly reach ambient temperature. After 14 hrs, the reaction mixture was diluted with CH2Cl2 (20 ml), washed with water/brine (30:1-60 ml), dried with MgSO4 (s), filtered and evaporated to dryness to obtain the crude product. The residue was purified by flash chromatography using toluene/EtOAc 100:1→40:1) as eluent. Yield: 0.54 g (40%); off-white solid. 1H NMR (400 MHz, CDCl3): δ 3.63 (s, 2H), 3.69 (s, 2H), 3.73 (s, 3H), 3.74 (s, 3H), 7.06 (s, 1H), 7.09 (d, J 5.3 Hz, 1H), 7.30 (d, J 5.3 Hz, 1H), 7.45-7.48 (m, 2H), 7.51-7.54 (m, 2H).

Provenance & Evidence