反応 #1885001

反応方程式

4-propylphenylboric acid

1-bromo-3-chloro-5-fluorobenzene

sodium carbonate

toluene ethanol water

→

4-propyl-1-(3-chloro-5-fluorophenyl)benzene

収率 97.7%

溶媒

toluene

反応条件

後処理

1. 1
   温度the mixture was refluxed for 5 hours
2. 2
   洗浄washed with 1N hydrochloric acid and water
3. 3
   乾燥Then, the resulting solution was dried over magnesium sulfate
4. 4
   workup.DISTILLATIONdistilled under reduced pressure
5. 5
   その他to remove the solvent
6. 6
   その他The residue was purified by silica-gel column chromatography with heptane as eluent
7. 7
   その他dried under reduced pressure

実験手順

At first, 25.8 g of 4-propylphenylboric acid (S1-1), 30.0 g of 1-bromo-3-chloro-5-fluorobenzene (S1-2), 2.5 g of tetrakis(triphenylphosphine)palladium, 50.1 g of sodium carbonate and 700 ml of a mixed solvent of toluene/ethanol/water=3/3/1 (volume ratio) were added into a reactor under nitrogen atmosphere, and then the mixture was refluxed for 5 hours. Next, the reaction solution was cooled to room temperature, added with toluene and then washed with 1N hydrochloric acid and water. Then, the resulting solution was dried over magnesium sulfate and then distilled under reduced pressure to remove the solvent. The residue was purified by silica-gel column chromatography with heptane as eluent and then dried under reduced pressure to obtain 34.8 g of 4-propyl-1-(3-chloro-5-fluorophenyl)benzene (S1-3). The yield of the compound (S1-3) from (S1-1) was 97.7%.

出典