反应详情

A solution of 4-acetyl-benzoic acid (10 g, 61 mmol), in HOAc (400 mL) at 55° C. was treated with bromine (1 eq., 3.12 mL) dropwise over 10 minutes. After 90 minutes the reaction was cooled, the acetic acid was removed, ethyl acetate (50 mL) was added and then removed to get rid of the remainder of the acetic acid. The crude bromo ketone was then dissolved in ethanol (200 mL) with NaOAc (12 g) and thiourea (1 eq. 4.4 g) was added. The suspension was stirred at room temperature for 15 hours. The solvents were removed and the solids washed with water (3×100 mL) then ether:ethanol (4:1, 3×100 mL) and dried to give the product as a tan solid. MS: 221.2 (M+H+).

1. temperatureAfter 90 minutes the reaction was cooled
2. customthe acetic acid was removed
3. additionethyl acetate (50 mL) was added
4. customremoved
5. customto get rid of the remainder of the acetic acid
6. additionwas added
7. customThe solvents were removed
8. washthe solids washed with water (3×100 mL)
9. dry with materialether:ethanol (4:1, 3×100 mL) and dried