HuagongsheHuagongshe Chemistry Print Report · For research reference only
3-(2-(2-(Nonafluorobutoxy)tetrafluoroethoxy)-2,2-difluoroethoxy)propyl bromide → 5-Octyloxy-2-[4-(3-(2-(2-(nonafluorobutoxy)tetrafluoroethoxy)-2,2-difluoroethoxy)propyloxy)-2-fluorophenyl)pyrimidine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 3-(2-(2-(Nonafluorobutoxy)tetrafluoroethoxy)-2,2-difluoroethoxy)propyl bromide | HCID 21832492 | — |
| Reactant | 5-Octyloxy-2-[4-hydroxy-2-fluorophenyl)pyrimidine | HCID 135856818 | — |
| Product | 5-Octyloxy-2-[4-(3-(2-(2-(nonafluorobutoxy)tetrafluoroethoxy)-2,2-difluoroethoxy)propyloxy)-2-fluorophenyl)pyrimidine | HCID 21225355 | — |
Reaction Steps
The title compound was prepared essentially as in Example 1 by combining 5-octyloxy-2-[4-hydroxy-2-fluorophenyl)pyrimidine (1.5 g, 4.7 mmol, prepared from 2-fluoro-4-hydroxybenzamidine hydrobromide and (CH3)2NCH=C(OC8H17)CHO) with 3-(2-(2-(nonafluorobutoxy)tetrafluoroethoxy)-2,2-difluoroethoxy)propyl bromide (3.0 g, 5.4 mmol, Example 3). The reaction mixture was quenched with water, and the resulting crude product was further purified by recrystallization from ethanol, followed by Kugelrohr distillation (190-210° C. at 0.5 torr), to provide a yield of 2.85 g.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05928562 |
| Source dataset | uspto-grants-1999_07 |
| ORD ID | ord-0651762090b0496d9101eeac7eb4885b |
| Source note | uspto-grants-1999_07 |