1,5-Dibromopentane → 5-Octyl-2-[4-(5-(2-(2-(2-(trifluoromethoxy)tetrafluoroethoxy)tetrafluoroethoxy)-2,2-difluoroethoxy)pentyloxy)phenyl]pyrimidine
Reaction equation
[F:1][C:2]([F:30])([F:29])[O:3][C:4]([F:28])([F:27])[C:5]([F:26])([F:25])[O:6][C:7]([F:24])([F:23])[C:8]([F:22])([F:21])[O:9][C:10]([F:20])([F:19])[CH2:11][O:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17]Br.BrCCCCCBr.FC(F)(F)OC(F)(F)C(F)(F)OC(F)(F)C(F)(F)OC(F)(F)CO.[CH2:62]([C:70]1[CH:71]=[N:72][C:73]([C:76]2[CH:81]=[CH:80][C:79]([OH:82])=[CH:78][CH:77]=2)=[N:74][CH:75]=1)[CH2:63][CH2:64][CH2:65][CH2:66][CH2:67][CH2:68][CH3:69]>>[CH2:62]([C:70]1[CH:75]=[N:74][C:73]([C:76]2[CH:81]=[CH:80][C:79]([O:82][CH2:17][CH2:16][CH2:15][CH2:14][CH2:13][O:12][CH2:11][C:10]([O:9][C:8]([F:21])([F:22])[C:7]([F:23])([F:24])[O:6][C:5]([F:25])([F:26])[C:4]([F:27])([F:28])[O:3][C:2]([F:29])([F:30])[F:1])([F:20])[F:19])=[CH:78][CH:77]=2)=[N:72][CH:71]=1)[CH2:63][CH2:64][CH2:65][CH2:66][CH2:67][CH2:68][CH3:69]Participants
5
Reactant 4
Product 1
Procedure
The title compound was prepared essentially as in Example 1 by combining 5-(2-(2-(2-(trifluoromethoxy)tetrafluoroethoxy)tetrafluoroethoxy)-2,2-difluoroethoxy)1-bromopentane (18.3 g, 38.5 mmol; prepared from 1,5-dibromopentane (107 g, 0.7 mol) and 2-(2-(2-(trifluoromethoxy)tetrafluoroethoxy)tetrafluoroethoxy)-2,2-difluoroethanol (125 g, 0.31 mol) essentially as in Example 2 ) with 5-octyl-2-(4-hydroxyphenyl)pyrimidine (10 g, 35 mmol) to provide product boiling at 200°-210° C. at 0.4 torr (yield of 20.8 g).
Sources & evidence
- ORD record
- ord-0c8e7299f87e407690e660e3fa4fbdac
- Source dataset
- uspto-grants-1997_08
- Patent number
- US05658491
Reaction notes
Loading…