2-(4-Hydroxyphenyl)-5-octylpyrimidine → 5-Octyl-2-[4-(5-(2-(nonafluorobutoxy)-2,2-difluoroethoxy)pentyloxy)phenyl]pyrimidine

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Reaction Steps

The title compound was prepared essentially as in Example 1 by combining 5-octyl-2-(4-hydroxyphenyl)pyrimidine (6.0g, 21 mmol) and 5-(2-(nonafluorobutoxy)-2,2-difluoroethoxy)-1-bromopentane (12 g, 23 mmol; prepared by combining 1,5-dibromopentane 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. 190-200° C. at 0.1 torr; yield of 6.4 g).

Provenance & Evidence