Hydrochloric Acid → 5-Bromo-1,1-bis-(4-fluorophenyl)pent-1-ene
Reaction equation
[Br:1][CH2:2][CH2:3][CH2:4][CH2:5][C:6]([C:15]1[CH:20]=[CH:19][C:18]([F:21])=[CH:17][CH:16]=1)([C:8]1[CH:13]=[CH:12][C:11]([F:14])=[CH:10][CH:9]=1)O.Cl>>[Br:1][CH2:2][CH2:3][CH2:4][CH:5]=[C:6]([C:8]1[CH:9]=[CH:10][C:11]([F:14])=[CH:12][CH:13]=1)[C:15]1[CH:20]=[CH:19][C:18]([F:21])=[CH:17][CH:16]=1Participants
3
Procedure
A mixture of 100 parts of α-(4-bromobutyl)-4-fluoro-α-(4-fluorophenyl)benzenemethanol and 714 parts of concentrated hydrochloric acid was stirred and refluxed for 5 hours. The reaction mixture was cooled and the product was extracted with 2,2'-oxybispropane. The extract was dried, filtered and evaporated, yielding 92 parts of 1,1'-(5-bromo-1-penten-1-ylidene)bis[4-fluorobenzene] as a residue (int. 50).
Workup
- temperaturerefluxed for 5 hours
- temperatureThe reaction mixture was cooled
- extractionthe product was extracted with 2,2'-oxybispropane