反応 #42775

反応方程式

3-(4-Chlorophenyl)-7-hydroxy-8-iodo-2-isopropyl-chromen-4-one

1,3-bis(diphenylphosphino)propane

potassium carbonate

butyl vinyl ether

→

8-Acetyl-3-(4-chlorophenyl)-7-hydroxy-2-isopropyl-chromen-4-one

溶媒

N-methyl-2-pyrrolidinone

water

Water

反応条件

後処理

1. 1
   その他the tube is sealed
2. 2
   温度The mixture is cooled to room temperature
3. 3
   抽出extracted with ethyl acetate (3×50 ml)
4. 4
   洗浄washed with saturated brine (50 ml)
5. 5
   乾燥dried (MgSO4)
6. 6
   ろ過filtered
7. 7
   その他evaporated
8. 8
   その他to give a brown solid
9. 9
   その他This is purified by chromatography on silica gel
10. 10
    その他to give a colourless solid

実験手順

3-(4-Chlorophenyl)-7-hydroxy-8-iodo-2-isopropyl-chromen-4-one (1.1 g, 2.5 mmol), 1,3-bis(diphenylphosphino)propane (206 mg, 0.5 mmol), palladium acetate (56 mg, 0.25 mmol) and potassium carbonate (380 mg, 2.75 mmol) are mixed in N-methyl-2-pyrrolidinone (10 ml) in a 20 ml capacity microwave tube. Water (2 ml) and butyl vinyl ether (1.62 ml, 12.5 mmol) are added, the tube is sealed, and the mixture is heated at 80° C. under microwave irradiation for 45 min. The mixture is cooled to room temperature, poured into water (30 ml) and extracted with ethyl acetate (3×50 ml). The ethyl acetate extracts are combined, washed with saturated brine (50 ml), dried (MgSO4), filtered and evaporated to give a brown solid. This is purified by chromatography on silica gel using cyclohexane/ethyl acetate (6:1) as eluant to give a colourless solid.

出典