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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1672657Generated: November 1, 2026

Hydrochloric Acid → HCID 57864412, compound

https://huagongshe.com/reaction/1672657

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
Reactant4-MethylmorpholineHCID 7972—
ReactantEthyl chloroformateHCID 10928—
ReactantSodium borohydrideHCID 4311764—
ReactantHCID 57864405HCID 57864405—
SolventMethanolHCID 887—
SolventTetrahydrofuranHCID 8028—
ProductHCID 57864412HCID 57864412—

Reaction Conditions

Temperature0 °C

Reaction Steps

3.50 g (10.3 mmol) of 5-fluoro-2-[3-(4-trifluoromethylphenyl)prop-2-ynyloxy]benzoic acid are suspended in 10 ml of THF, 1.04 g (10.3 mmol) of N-methylmorpholine are added, the mixture cooled to 0° C., and 1.12 g (10.3 mmol) of ethyl chloroformate are added. The mixture is warmed to room temperature and stirred for 30 min. 1.17 g (31.0 mmol) of sodium borohydride are added to this solution, and the mixture is stirred at room temperature for 5 h. Then methanol is added until gas evolution has subsided, and subsequently 1 N hydrochloric acid is used to acidify. The solvent is distilled out in vacuo, and the residue is taken up in ethyl acetate. The organic phase is washed with saturated sodium chloride solution and dried over sodium sulfate, and the solvent is distilled out in vacuo. 4.62 g (8.69 mmol, 85% of theory) of the title compound are isolated.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07998988B2
Source datasetuspto-grants-2011_08
ORD IDord-ec7ed8702966488fbdd1da72fd211d1c
Source noteuspto-grants-2011_08