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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 628414Generated: October 29, 2026

Water → Tert-butyl 3-(methanesulfonyloxy)azetidine-1-carboxylate

https://huagongshe.com/reaction/628414

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantTriethylamineHCID 8471—
ReactantMethanesulfonyl chlorideHCID 31297—
ReactantTert-butyl 3-hydroxyazetidine-1-carboxylateHCID 2756801—
SolventTetrahydrofuranHCID 8028—
ProductTert-butyl 3-(methanesulfonyloxy)azetidine-1-carboxylateHCID 10753243—

Reaction Steps

Tert-Butyl-3-hydroxyazetidine-1-carboxylate (0.20 g, 1.2 mmol, Aldrich) in THF (10 mL) at 0° C. was treated with triethylamine (0.32 mL, 2.3 mmol) and methanesulfonyl chloride (0.11 mL, 1.4 mmol, Aldrich). After 1.5 hours, water was added, and the aqueous mixture was extracted with EtOAc. The combined organic extracts were washed with brine, dried over Na2SO4, filtered and concentrated to afford crude tert-butyl 3-[(methylsulfonyl)oxy]azetidine-1-carboxylate, which was used in further step without purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09309246B2
Source datasetuspto-grants-2016_04
ORD IDord-a71661be974349d7afa759ac1821acad
Source noteuspto-grants-2016_04