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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 39705Generated: October 28, 2026

Tetrahydrofuran → Tert-butyl 4-cyano-4-(2-((methylsulfonyl)oxy)ethyl)piperidine-1-carboxylate

https://huagongshe.com/reaction/39705

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrahydrofuranHCID 8028—
ReactantMethanesulfonyl chlorideHCID 31297—
ReactantSodium BicarbonateHCID 516892—
ReactantTert-butyl 4-cyano-4-(2-hydroxyethyl)piperidine-1-carboxylateHCID 60064207—
SolventTriethylamineHCID 8471—
SolventEthyl AcetateHCID 8857—
ProductTert-butyl 4-cyano-4-(2-((methylsulfonyl)oxy)ethyl)piperidine-1-carboxylateHCID 86617989—

Reaction Steps

To 10 mL of a tetrahydrofuran solution containing 1.0 g of tert-butyl 4-cyano-4-(2-hydroxyethyl)piperidine-1-carboxylate, 0.77 mL of triethylamine was added at room temperature, thereto was added 0.37 mL of methane sulfonyl chloride under cooling with ice, and the mixture was stirred at the same temperature for 2 hours and 30 minutes. The reaction mixture was added with an aqueous saturated sodium hydrogen carbonate solution and ethyl acetate. The organic layer was separated, washed with an aqueous saturated sodium chloride solution and dried over anhydrous magnesium sulfate, and the solvent was removed under reduced pressure to obtain 1.3 g of a brown oily substance, tert-butyl 4-cyano-4-(2-((methylsulfonyl)oxy)ethyl)piperidine-1-carboxylate.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08524738B2
Source datasetuspto-grants-2013_09
ORD IDord-9801021c71b64ca89316160c934c3309
Source noteuspto-grants-2013_09