1-Butoxy-4-chlorobutane → 5-((4-Butoxy)butoxy)-2-[4-(2-(2-(2-(2-(trifluoromethoxy)tetrafluoroethoxy)tetrafluoroethoxy)-2,2-difluoroethoxy)ethyl)phenyl]pyrimidine
Reaction equation
[OH:1][C:2]1[CH:3]=[N:4][C:5]([C:8]2[CH:13]=[CH:12][C:11]([CH2:14][CH2:15][O:16][CH2:17][C:18]([O:21][C:22]([F:39])([F:38])[C:23]([F:37])([F:36])[O:24][C:25]([F:35])([F:34])[C:26]([F:33])([F:32])[O:27][C:28]([F:31])([F:30])[F:29])([F:20])[F:19])=[CH:10][CH:9]=2)=[N:6][CH:7]=1.[CH2:40]([O:44][CH2:45][CH2:46][CH2:47][CH2:48]Cl)[CH2:41][CH2:42][CH3:43]>>[CH3:43][CH2:42][CH2:41][CH2:40][O:44][CH2:45][CH2:46][CH2:47][CH2:48][O:1][C:2]1[CH:7]=[N:6][C:5]([C:8]2[CH:13]=[CH:12][C:11]([CH2:14][CH2:15][O:16][CH2:17][C:18]([O:21][C:22]([F:39])([F:38])[C:23]([F:36])([F:37])[O:24][C:25]([F:34])([F:35])[C:26]([F:32])([F:33])[O:27][C:28]([F:29])([F:30])[F:31])([F:20])[F:19])=[CH:10][CH:9]=2)=[N:4][CH:3]=1Participants
3
Procedure
The title compound was prepared essentially as in Example 12 by combining 5-hydroxy-2-[4-(2-(2-(2-(2-(trifluoromethoxy)tetrafluoroethoxy)tetrafluoroethoxy)-2,2-difluoroethoxy)ethyl)phenyl]pyrimidine (2.0 g, 3.5 mmol) with 4-butoxybutyl chloride (7.0 g, 4.2 mmol). The reaction mixture was quenched with water, and the resulting crude product was further purified by recrystallization from ethanol, followed by Kugelrohr distillation (210-15° C. at 0.15 torr), to provide a yield of 1.39 g.