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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1584342Generated: November 1, 2026

Hydrochloric Acid → 3-Fluoro-4-(5-methyl-2-phenyl-4-oxazolylmethoxy)nitrobenzene

https://huagongshe.com/reaction/1584342

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantSodium hydrideHCID 24758—
Reactant1,2-Difluoro-4-nitrobenzeneHCID 123053—
Reactant4-(Hydroxymethyl)-5-methyl-2-phenyl-1,3-oxazoleHCID 11571932—
SolventDimethylformamideHCID 6228—
Product3-Fluoro-4-(5-methyl-2-phenyl-4-oxazolylmethoxy)nitrobenzeneHCID 1103480881%

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05932601
Source datasetuspto-grants-1999_08
ORD IDord-97570538177d482bb3355da1c07d1863
Source noteuspto-grants-1999_08