반응 #2348101

반응 방정식

hydrochloric acid

sec-BuLi

compound ( 22 )

3,4-difluoro-5-(4-pentylphenyl)toluene

DMF

→

2,3-difluoro-4-(4-pentylphenyl)-6-methylbenzaldehyde

수율 77.3%

용매

THF

THF

반응 조건

후처리

1. 1
   workup.ADDITIONwas added
2. 2
   workup.ADDITIONwas added
3. 3
   workup.STIRRINGby stirring at −78° C. for 1 hour
4. 4
   workup.STIRRINGstirring over night
5. 5
   추출the aqueous layer was extracted with toluene, which
6. 6
   workup.ADDITIONwas added to the organic layer
7. 7
   세척The organic layer was washed with saturated saline
8. 8
   건조dried over anhydrous magnesium sulfate
9. 9
   workup.DISTILLATIONThe solvent was distilled off

실험 절차

Under a nitrogen atmosphere, 8.93 g of the compound (22) having been dissolved in 66 mL of THF was cooled to −78° C., to which 39.0 mL of sec-BuLi (1 M/L) was added, followed by stirring at the same temperature for 2 hours. 3.56 g of DMF having been dissolved in 44 mL of THF was added thereto, followed by stirring at −78° C. for 1 hour, and after increasing the temperature to room temperature, stirring over night. 20 mL of 3N hydrochloric acid was added thereto, and the aqueous layer was extracted with toluene, which was added to the organic layer. The organic layer was washed with saturated saline and dried over anhydrous magnesium sulfate. The solvent was distilled off to obtain 7.61 g of 2,3-difluoro-4-(4-pentylphenyl)-6-methylbenzaldehyde (23).

출처