1-Bromo-3-chloropropane → 5-Hexyloxy-2-[4-(3-(2-(2-(trifluoromethoxy)tetrafluoroethoxy)-2,2-difluoroethoxy)propoxy)phenyl]pyrimidine

HRID 582968Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 582968
[F:1][C:2]([F:21])([F:20])[O:3][C:4]([F:19])([F:18])[C:5]([F:17])([F:16])[O:6][C:7]([F:15])([F:14])[CH2:8][O:9][CH2:10][CH2:11][CH2:12]Cl.BrCCCCl.[CH2:27]([O:33][C:34]1[CH:35]=[N:36][C:37]([C:40]2[CH:45]=[CH:44][C:43]([OH:46])=[CH:42][CH:41]=2)=[N:38][CH:39]=1)[CH2:28][CH2:29][CH2:30][CH2:31][CH3:32]>O>[CH2:27]([O:33][C:34]1[CH:39]=[N:38][C:37]([C:40]2[CH:41]=[CH:42][C:43]([O:46][CH2:12][CH2:11][CH2:10][O:9][CH2:8][C:7]([O:6][C:5]([F:17])([F:16])[C:4]([F:19])([F:18])[O:3][C:2]([F:21])([F:20])[F:1])([F:15])[F:14])=[CH:44][CH:45]=2)=[N:36][CH:35]=1)[CH2:28][CH2:29][CH2:30][CH2:31][CH3:32]

Komponenten

5

Edukt 3

HCID 80061-Bromo-3-chloropropaneHCID 212253483-(2-(2-(Trifluoromethoxy)tetrafluoroethoxy)-2,2-difluoroethoxy)-1-chloropropaneHCID 1361744305-Hexyloxy-2-(4-hydroxyphenyl)pyrimidine

Produkt 1

HCID 212253235-Hexyloxy-2-[4-(3-(2-(2-(trifluoromethoxy)tetrafluoroethoxy)-2,2-difluoroethoxy)propoxy)phenyl]pyrimidine

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

The title compound was prepared essentially as in Example 1 by combining 3-(2-(2-(trifluoromethoxy)tetrafluoroethoxy)-2,2-difluoroethoxy)-1-chloropropane (4.5 g, 11.7 mmol; prepared by combining 1-bromo-3-chloropropane with 3-(2-(2-(trifluoromethoxy)tetrafluoroethoxy)-2,2-difluoroethanol) with 5-hexyloxy-2-(4-hydroxyphenyl)pyrimidine (3.0 g, 11.0 mmol). The resulting product was isolated by addition of water (50 mL) to the reaction mixture, followed by filtration and recrystallization from ethanol. The recrystallized precipitate was dried at about 130° C., and the resulting product was further purified by distillation using a Kugelrohr apparatus (b.p. 180-183° C. at 0.1 torr; yield of 3.9 g).

Aufarbeitung

  1. customprepared
  2. filtrationfollowed by filtration and recrystallization from ethanol
  3. customThe recrystallized precipitate was dried at about 130° C.
  4. distillationthe resulting product was further purified by distillation

Quellen und Nachweise

ORD-Eintrag
ord-0ef4cc4a525c4ca1b8ed3991a25b6877
Quelldatensatz
uspto-grants-1999_07
Patentnummer
US05928562

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