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

HRID 582991Notes

Reaction equation

HRID 582991 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]([O:36][C:37]1[CH:38]=[N:39][C:40]([C:43]2[CH:48]=[CH:47][C:46]([OH:49])=[CH:45][CH:44]=2)=[N:41][CH:42]=1)[CH2:32][CH2:33][CH2:34][CH3:35]>>[CH2:31]([O:36][C:37]1[CH:42]=[N:41][C:40]([C:43]2[CH:44]=[CH:45][C:46]([O:49][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:47][CH:48]=2)=[N:39][CH:38]=1)[CH2:32][CH2:33][CH2:34][CH3:35]

Participants

3

Reactant 2

HCID 212253463-(2-(2-(Nonafluorobutoxy)tetrafluoroethoxy)-2,2-difluoroethoxy)propyl chlorideHCID 1359666085-Pentoxy-2-(4-hydroxyphenyl)pyrimidine

Product 1

HCID 212253155-Pentoxy-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) with 5-pentoxy-2-(4-hydroxyphenyl)pyrimidine (2.17 g, 8.4 mmol). The resulting crude product was purified by recrystallization from ethanol followed by Kugelrohr distillation to provide a yield of 3.6 g.

Workup

  1. customThe resulting crude product was purified by recrystallization from ethanol
  2. distillationfollowed by Kugelrohr distillation
  3. customto provide a yield of 3.6 g

Sources & evidence

ORD record
ord-879f1b4b4cb3452cb9b8281cce22ca5d
Source dataset
uspto-grants-1999_07
Patent number
US05928562

Reaction notes

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