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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 858238Generated: October 25, 2026

Acetonitrile → Prinaberel

https://huagongshe.com/reaction/858238

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetonitrileHCID 6342—
ReactantTetrahydrofuranHCID 8028—
ReactantHydrofluoric AcidHCID 14917—
Reactant([Tert-butyl(dimethyl)silyl]oxy}-2-(4-{[tert-butyl(dimethyl)sily]oxy}-3-fluorophenyl)-7-vinyl-1,3-benzoxazoleHCID 86601295—
SolventWaterHCID 962—
ProductPrinaberelHCID 65695481%

Reaction Conditions

Temperature65 °C

Reaction Steps

Hydrofluoric acid (48 wt. % in water, 1 mL) was added into a solution of 5-{([tert-butyl(dimethyl)silyl]oxy}-2-(4-{[tert-butyl(dimethyl)sily]oxy}-3-fluorophenyl)-7-vinyl-1,3-benzoxazole (1.5 g, 3.0 mmol), THF (6 mL) and acetonitrile (3 mL). The reaction mixture was stirred at 65° C. for 8 h, and then poured into water. The precipitated solid was filtered off and dried. Crystallization of the product from acetone/ethyl ether gave a white solid (0.72 g, 81% yield, m.p. 249–251° C.); MS m/e 272 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07148247B2
Source datasetuspto-grants-2006_12
ORD IDord-e6ce7e2a55594b68a6a87df01164ca8f
Source noteuspto-grants-2006_12