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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 336525Generated: October 30, 2026

Triethylamine → tert-Butyl 2-[(methylsulfonyl)oxy]-6-azaspiro[3.4]octane-6-carboxylate

https://huagongshe.com/reaction/336525

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantMethanesulfonyl chlorideHCID 31297—
Reactanttert-Butyl 2-hydroxy-6-azaspiro(3.4)octane-6-carboxylateHCID 69669842—
SolventDichloromethaneHCID 6344—
Producttert-Butyl 2-[(methylsulfonyl)oxy]-6-azaspiro[3.4]octane-6-carboxylateHCID 86660639—

Reaction Steps

0.76 mL (5.49 mmol) of triethylamine and then 0.43 mL (5.49 mmol) of mesyl chloride are added to a solution of 1.52 g (4.99 mmol) of tert-butyl 2-hydroxy-6-azaspiro[3.4]octane-6-carboxylate, obtained in step 6.1., in 45 mL of dichloromethane. The reaction medium is stirred at room temperature for 1 hour 30 minutes. After evaporating off the solvent, water is added to the reaction medium, the aqueous phase is separated out and extracted several times with dichloromethane, the combined organic phases are washed with saturated aqueous sodium chloride solution and dried over sodium sulfate, and the filtrate is concentrated under reduced pressure. After evaporating off the solvent, 1.90 g of product are obtained in the form of a brown oil, which is used without further purification in the following step.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08889702B2
Source datasetuspto-grants-2014_11
ORD IDord-6cbe3ba914b1450e87436a480e16a9a4
Source noteuspto-grants-2014_11