反応 #69666

反応方程式

water

2,4-bis-benzyloxy-5-bromo-benzoic acid benzyl ester

caesium carbonate

THF

→

title compound

2,4-bis-benzyloxy-5-isopropenyl-benzoic acid benzyl ester

反応条件

後処理

1. 1
   温度The mixture was heated
2. 2
   温度at reflux for 72 h
3. 3
   温度to cool
4. 4
   その他to remove THF
5. 5
   その他partitioned between water (500 mL) and EtOAc (300 mL)
6. 6
   洗浄The organic portion was washed with brine
7. 7
   乾燥dried (MgSO4)
8. 8
   ろ過filtered

実験手順

To a mixture of 2,4-bis-benzyloxy-5-bromo-benzoic acid benzyl ester (42.9 g, 85.7 mmol), potassium isopropenyl trifluoroborate (14.0 g, 95.2 mmol) and caesium carbonate (83.8 g, 257.1 mmol) in THF (800 mL) was added Pd(PPh3)4 (2.0 g) followed by water (150 mL). The mixture was heated at reflux for 72 h then allowed to cool to ambient. The mixture was reduced in vacuo to remove THF and then partitioned between water (500 mL) and EtOAc (300 mL). The organic portion was washed with brine, dried (MgSO4), filtered and reduced in vacuo to give the title compound (40.9 g) as a brown oil.

出典