Hydrochloric Acid → HCID 178447996, compound

Temperature

-78 °C

Into a 300 cc four-necked flask, 5.59 g (25.2 mmol) of 4-fluroiodobenzene and 30 cc of dry ethyl ether were charged and cooled to -78° C. Then, 17 cc (27.8 mmol) of a n-hexane solution of n--C4H9Li (1.63 mol/l) was dropwise added thereto over a period of 15 minutes. Further, the mixture was stirred at -78° C. for one hour. Then, 3.8 cc (25.5 mmol) of N,N,N',N'-tetramethylene ethylenediamine was added thereto. Further, a dry diethyl ether (10 cc) solution containing 1.3 g (6.31 mmol) of 2-(trans-4-n-propylcyclohexyl)-1,1,2-trifluoroethylene obtained in Example 1, was dropwise added thereto over a period of 30 minutes. Further, the mixture was reacted at the same temperature for one hour, and then stirred at room temperature for one hour. Then, 50 cc of 1N hydrochloric acid was added thereto. The organic layer was separated. The aqueous layer was extracted with n-hexane, and the extract was combined with the organic layer. The combined organic layer was washed with water and dried. Further, the solvent was distilled off. The obtained crude solution was purified by silica gel column chromatography to obtain a solid. This solid was recrystallized from methanol to obtain 0.71 g (yield: 40%) of (E)-1-(4-fluorophenyl)-2-(trans-4-n-propylcyclohexyl)-1,2-difluoroethylene.

1. additionwas dropwise added
2. waitover a period of 30 minutes
3. customFurther, the mixture was reacted at the same temperature for one hour
4. stirringstirred at room temperature for one hour
5. customThe organic layer was separated
6. extractionThe aqueous layer was extracted with n-hexane
7. washThe combined organic layer was washed with water
8. customdried
9. distillationFurther, the solvent was distilled off
10. customThe obtained crude solution
11. customwas purified by silica gel column chromatography
12. customto obtain a solid
13. customThis solid was recrystallized from methanol

ORD record

ord-c38ba36af653435db6a9be5af49de60e

Source dataset

uspto-grants-1997_04

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US05621147