2-(4-Hydroxyphenyl)-5-octylpyrimidine → HCID 21225351, compound

HRID 2257465Notes

Reaction equation

HRID 2257465 reaction equation
[F:1][C:2]([F:37])([C:33]([F:36])([F:35])[F:34])[C:3]([F:32])([F:31])[C:4]([F:30])([F:29])[O:5][C:6]([F:28])([F:27])[C:7]([F:26])([F:25])[O:8][C:9]([F:24])([F:23])[C:10]([F:22])([F:21])[C:11]([F:20])([F:19])[CH2:12][O:13][CH2:14][CH2:15][CH2:16][CH2:17]Br.[CH2:38]([C:46]1[CH:47]=[N:48][C:49]([C:52]2[CH:57]=[CH:56][C:55]([OH:58])=[CH:54][CH:53]=2)=[N:50][CH:51]=1)[CH2:39][CH2:40][CH2:41][CH2:42][CH2:43][CH2:44][CH3:45]>>[CH2:38]([C:46]1[CH:51]=[N:50][C:49]([C:52]2[CH:57]=[CH:56][C:55]([O:58][CH2:17][CH2:16][CH2:15][CH2:14][O:13][CH2:12][C:11]([F:20])([F:19])[C:10]([F:22])([F:21])[C:9]([O:8][C:7]([F:26])([F:25])[C:6]([F:28])([F:27])[O:5][C:4]([F:30])([F:29])[C:3]([F:32])([F:31])[C:2]([F:37])([F:1])[C:33]([F:36])([F:35])[F:34])([F:24])[F:23])=[CH:54][CH:53]=2)=[N:48][CH:47]=1)[CH2:39][CH2:40][CH2:41][CH2:42][CH2:43][CH2:44][CH3:45]

Participants

3

Reactant 2

HCID 6040552-(4-Hydroxyphenyl)-5-octylpyrimidineHCID 21225278HCID 21225278, compound

Product 1

HCID 21225351HCID 21225351, compound

Procedure

The title compound was prepared essentially as in Example I by combining 4-(4-(2-(nonafluorobutoxy)tetrafluoroethoxy)-2,2,3,3,4,4-hexafluorobutoxy)butyl bromide (25.6 g, 38.5 mmol; prepared by combining 1,4-dibromobutane and 2-(2-(nonafluorobutoxy)tetrafluoroethoxy)-2,2-difluoroethanol) with 5-octyl-2-(4-hydroxyphenyl)pyrimidine (10 g, 35 mmol). The resulting product was further purified by recrystallization from heptane, followed by Kugelrohr distillation (b.p. 200°-210° C. at 0.4 torr; yield of 20.4 g).

Workup

  1. customThe resulting product was further purified by recrystallization from heptane
  2. distillationfollowed by Kugelrohr distillation (b.p. 200°-210° C. at 0.4 torr; yield of 20.4 g)

Sources & evidence

ORD record
ord-dfbc7801a28140ee9d1494d3a7206afd
Source dataset
uspto-grants-1997_08
Patent number
US05658491

Reaction notes

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