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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 404847Generated: October 30, 2026

Lithium borohydride → (5-Benzyl-2-(2,5-difluorophenyl)oxazol-4-yl)methanol

https://huagongshe.com/reaction/404847

Reaction equation

Participants

RoleNameHCIDCharge
ReactantLithium borohydrideHCID 4148881—
ReactantEthyl 5-benzyl-2-(2,5-difluorophenyl)oxazole-4-carboxylateHCID 67450146—
SolventTetrahydrofuranHCID 8028—
Product(5-Benzyl-2-(2,5-difluorophenyl)oxazol-4-yl)methanolHCID 6745153288.8%

Reaction Steps

To a solution of ethyl 5-benzyl-2-(2,5-difluorophenyl)oxazole-4-carboxylate (590 mg, 1.72 mmol) in THF (8.6 mL) was slowly added LiBH4 (56.2 mg, 2.58 mmol) at room temperature. The reaction mixture was stirred for overnight. After quenched with water, the reaction mixture was extracted with EtOAc. The organic layers was washed with saturated NaHCO3 solution and brine, dried over anhydrous Na2SO4, filtered, and concentrated. The crude product was purified by automatic column chromatography (0 to 100% EtOAc in Hexanes) to yield (5-benzyl-2-(2,5-difluorophenyl)oxazol-4-yl)methanol (460 mg, 88%) as a white solid. LC/MS (uplc): MH+ 302.2, 0.92 min.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08748626B2
Source datasetuspto-grants-2014_06
ORD IDord-12996be1bd354b2580d003c8cd873a87
Source noteuspto-grants-2014_06