反应详情

5.6 g of this 1,3-difluoro-2-cyano-5-iodobenzene was dissolved in 35 ml of N,N-dimethylformamide, to which was added 7.3 mg of bis(triphenylphosphine) palladium (II) chloride and 34 m of cuprous iodide. Next, 3 g of the 4-propylphenylacetylene obtained in Step 2 was added and allowed to react at 50° to 60° C. for 0.5 hour. After completion of the reaction, 35 ml of 9% hydrochloric acid was added to the reaction solution. After being extracted with chloroform, the crystals were washed with water three times to distill off the chloroform. The residue was purified by silica gel-chloroform column chromatography, followed by recrystallization with a mixed solvent of acetone and methanol to obtain 1.6 g of 4-propyl-3',5'-difluoro-4'-cyanotolan. The melting (C-I) point of this compound was 83.3° C.

1. customto react at 50° to 60° C. for 0.5 hour
2. additionwas added to the reaction solution
3. extractionAfter being extracted with chloroform
4. washthe crystals were washed with water three times
5. distillationto distill off the chloroform
6. customThe residue was purified by silica gel-chloroform column chromatography
7. customfollowed by recrystallization with a mixed solvent of acetone and methanol