반응 #1885001

반응 방정식

4-propylphenylboric acid

1-bromo-3-chloro-5-fluorobenzene

sodium carbonate

toluene ethanol water

→

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

수율 97.7%

용매

toluene

반응 조건

후처리

1. 1
   온도the mixture was refluxed for 5 hours
2. 2
   세척washed with 1N hydrochloric acid and water
3. 3
   건조Then, the resulting solution was dried over magnesium sulfate
4. 4
   workup.DISTILLATIONdistilled under reduced pressure
5. 5
   기타to remove the solvent
6. 6
   기타The residue was purified by silica-gel column chromatography with heptane as eluent
7. 7
   기타dried under reduced pressure

실험 절차

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%.

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