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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 253356Generated: October 30, 2026

Hydrochloric Acid → 4-(3-Allyloxycyclohexyloxymethyl)-2-(4-fluorophenyl)-5-methyloxazole

https://huagongshe.com/reaction/253356

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantAllyl bromideHCID 7841—
ReactantSodium hydrideHCID 24758—
Reactant3-[2-(4-Fluorophenyl)-5-methyloxazol-4-ylmethoxy)cyclohexanolHCID 21980306—
SolventDimethylformamideHCID 6228—
Product4-(3-Allyloxycyclohexyloxymethyl)-2-(4-fluorophenyl)-5-methyloxazoleHCID 58763372—

Reaction Steps

2 g of the 3-[2-(4-fluorophenyl)-5-methyloxazol-4-ylmethoxy)cyclohexanol are dissolved in 15 ml of dimethylformamide, and 0.3 g of sodium hydride is added. After 30 minutes, 2.4 g of allyl bromide are added dropwise. The mixture is stirred at room temperature for 5 hours. 15 ml of 1N HCl are then added to the reaction mixture, and the mixture is washed three times with 15 ml of ethyl acetate. The organic phase is dried over magnesium sulfate and the solvent is then removed under reduced pressure. The residue is purified by RP-HPLC. This gives 2.4 g of 4-(3-allyloxycyclohexyloxymethyl)-2-(4-fluorophenyl)-5-methyloxazole as a yellowish oil. C20H24FNO3 (345.42) MS (ESI): 346 (M+H+)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07872034B2
Source datasetuspto-grants-2011_01
ORD IDord-70f79245a8654bb08483f65b51182e6c
Source noteuspto-grants-2011_01