3-(2-(2-(Nonafluorobutoxy)tetrafluoroethoxy)-2,2-difluoroethoxy)propyl chloride → 5-Heptyl-2-[4-(3-(2-(2-(nonafluorobutoxy)tetrafluoroethoxy)-2,2-difluoroethoxy)propoxy)phenyl]pyrimidine

HRID 582990Notes

Reaction equation

HRID 582990 reaction equation
[F:1][C:2]([F:30])([C:26]([F:29])([F:28])[F:27])[C:3]([F:25])([F:24])[C:4]([F:23])([F:22])[O:5][C:6]([F:21])([F:20])[C:7]([F:19])([F:18])[O:8][C:9]([F:17])([F:16])[CH2:10][O:11][CH2:12][CH2:13][CH2:14]Cl.[CH2:31]([C:38]1[CH:39]=[N:40][C:41]([C:44]2[CH:49]=[CH:48][C:47]([OH:50])=[CH:46][CH:45]=2)=[N:42][CH:43]=1)[CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][CH3:37]>>[CH2:31]([C:38]1[CH:43]=[N:42][C:41]([C:44]2[CH:45]=[CH:46][C:47]([O:50][CH2:14][CH2:13][CH2:12][O:11][CH2:10][C:9]([O:8][C:7]([F:19])([F:18])[C:6]([F:21])([F:20])[O:5][C:4]([F:23])([F:22])[C:3]([F:25])([F:24])[C:2]([F:30])([F:1])[C:26]([F:29])([F:28])[F:27])([F:17])[F:16])=[CH:48][CH:49]=2)=[N:40][CH:39]=1)[CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][CH3:37]

Participants

3

Reactant 2

HCID 212253463-(2-(2-(Nonafluorobutoxy)tetrafluoroethoxy)-2,2-difluoroethoxy)propyl chlorideHCID 1356171522-(4Hydroxyphenyl)-5-n-heptylpyrimidine

Product 1

HCID 212253325-Heptyl-2-[4-(3-(2-(2-(nonafluorobutoxy)tetrafluoroethoxy)-2,2-difluoroethoxy)propoxy)phenyl]pyrimidine

Procedure

The title compound was prepared essentially as in Example 1 by combining 3-(2-(2-(nonafluorobutoxy)tetrafluoroethoxy)-2,2-difluoroethoxy)propyl chloride (5.17 g of 95% purity, 8.4 mmol, Example 14) with 5-heptyl-2-(4-hydroxyphenyl)pyrimidine (4.0 g, 8.4 mmol). The resulting crude product was purified by recrystallization from ethanol followed by Kugelrohr distillation to provide a yield of 2.9 g.

Workup

  1. customThe resulting crude product was purified by recrystallization from ethanol
  2. distillationfollowed by Kugelrohr distillation
  3. customto provide a yield of 2.9 g

Sources & evidence

ORD record
ord-2d0f4dd8abae42d9a06cc7ca3780da09
Source dataset
uspto-grants-1999_07
Patent number
US05928562

Reaction notes

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