2-(4-Hydroxyphenyl)-5-octylpyrimidine → HCID 21225284, compound

HRID 2257481Notes

Reaction equation

HRID 2257481 reaction equation
[CH2:1]([C:9]1[CH:10]=[N:11][C:12]([C:15]2[CH:20]=[CH:19][C:18]([OH:21])=[CH:17][CH:16]=2)=[N:13][CH:14]=1)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH3:8].[F:22][C:23]([F:47])([C:43]([F:46])([F:45])[F:44])[C:24]([F:42])([F:41])[C:25]([F:40])([F:39])[O:26][C:27]([F:38])([F:37])[CH2:28][O:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH2:35]Br>>[CH2:1]([C:9]1[CH:14]=[N:13][C:12]([C:15]2[CH:20]=[CH:19][C:18]([O:21][CH2:35][CH2:34][CH2:33][CH2:32][CH2:31][CH2:30][O:29][CH2:28][C:27]([O:26][C:25]([F:39])([F:40])[C:24]([F:41])([F:42])[C:23]([F:22])([F:47])[C:43]([F:44])([F:45])[F:46])([F:38])[F:37])=[CH:17][CH:16]=2)=[N:11][CH:10]=1)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH3:8]

Participants

3

Reactant 2

HCID 6040552-(4-Hydroxyphenyl)-5-octylpyrimidineHCID 212253696-(2-(Nonafluorobutoxy)-2,2-difluoroethoxy)-1-bromohexane

Product 1

HCID 21225284HCID 21225284, compound

Procedure

The title compound was prepared essentially as in Example 1 by combining 5-octyl-2-(4-hydroxyphenyl)pyrimidine (8.0 g, 28.13 mmol) and 6-(2-(nonafluorobutoxy)-2,2-difluoroethoxy)-1-bromohexane (14.15 g, 29.54 mmol; prepared by combining 1,6-dibromohexane with 2-(nonafluorobutoxy)-2,2-difluoroethanol). After refluxing overnight, the resulting crude product was isolated by filtration and further purified by recrystallization from ethanol, followed by Kugelrohr distillation (b.p. 200° C. at 0.25 torr).

Workup

  1. temperatureAfter refluxing overnight

Sources & evidence

ORD record
ord-75d8a31399b54e0e871cacb63ad84675
Source dataset
uspto-grants-1997_08
Patent number
US05658491

Reaction notes

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