HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 3-Fluoro-4-(5-methyl-2-phenyl-4-oxazolylmethoxy)nitrobenzene
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 1,2-Difluoro-4-nitrobenzene | HCID 123053 | — |
| Reactant | 4-(Hydroxymethyl)-5-methyl-2-phenyl-1,3-oxazole | HCID 11571932 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 3-Fluoro-4-(5-methyl-2-phenyl-4-oxazolylmethoxy)nitrobenzene | HCID 11034808 | 81% |
Reaction Steps
Sodium hydride (60% in oil, 2.2 g) was added portionwise, at 0° C., to a solution of 3,4-difluoronitrobenzene (8.8 g) and 5-methyl-2-phenyl-4-oxazolyl methanol (10.0 g) in N,N-dimethylformamide (DMF) (100 ml). The mixture was stirred for 3 hours at room temperature. The reaction mixture was poured into ice-water, which was acidified with 2N HCl. Then, resulting crystalline precipitate was collected by filtration, which was recrystallized from dichloromethane-methanol to give 3-fluoro-4-(5-methyl-2-phenyl-4-oxazolylmethoxy)nitrobenzene (14.0 g, 81%) as colorless prisms, m.p.155-156° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05932601 |
| Source dataset | uspto-grants-1999_08 |
| ORD ID | ord-97570538177d482bb3355da1c07d1863 |
| Source note | uspto-grants-1999_08 |