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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1071400Generated: November 3, 2026

Water → HCID 131724988, compound

https://huagongshe.com/reaction/1071400

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantMethyl iodideHCID 6328—
ReactantSodium hydrideHCID 24758—
ReactantHCID 131724989HCID 131724989—
SolventTetrahydrofuranHCID 8028—
ProductHCID 131724988HCID 13172498896%

Reaction Steps

To a solution of tert-butyl (2S,3S)-3-(3,5-bis(trifluoromethyl)benzyloxymethyl)-5-oxo-2-phenylpiperizine-1-carboxylate (6.6 g, 12.4 mmol) and iodomethane (1.0 mL, 16.1 mmol) in THF (50 mL) was added NaH (0.55 g, 13.6 mmol) at 0° C. After stirring overnight, the reaction was stopped with water (50 mL). The product was extracted with ether, and purified by washing with 0.5 mol/L KHSO4 solution, saturated NaHCO3 solution and saturated brine in order. The organic layer was dried over sodium sulfate anhydride. Sodium sulfate was filtered off and the solvent was removed by evaporation from the filtrate under reduced pressure to give tert-Butyl (2S,3S)-3-(3,5-bis(trifluoromethyl)benzyloxymethyl)-4-methyl-5-oxo-2-phenylpiperizine-1-carboxylate 6.5 g (96%) was obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06906074B2
Source datasetuspto-grants-2005_06
ORD IDord-8fc4535f311a4944ae926f657f413669
Source noteuspto-grants-2005_06