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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1966132Generated: November 1, 2026

Water → HCID 57868875, compound

https://huagongshe.com/reaction/1966132

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantDiisopropylethylamineHCID 81531—
Reactant3-Hydroxyazetidine hydrochlorideHCID 2759290—
ReactantCyclopropanesulfonyl chlorideHCID 2760919—
SolventTetrahydrofuranHCID 8028—
ProductHCID 57868875HCID 57868875—

Reaction Steps

To a solution of azetidin-3-ol hydrochloride (1.00 g, 9.13 mmol) (purchased from Matrix) and N,N-diisopropylethylamine (4.77 mL, 27.4 mmol) in tetrahydrofuran (100 mL) at 0° C. was added cyclopropanesulfonyl chloride (0.930 mL, 9.13 mmol) and the reaction was stirred for 16 hours. Water was added and the product was extracted with ethyl acetate. The combined extracts were washed with 1N HCl, saturated sodium bicarbonate, and brine, dried over sodium sulfate, decanted and concentrated to afford a yellow oil used without further purification (1.04 g, 64%). 1H NMR (300 MHz, CDCl3): 4.61 (p, 1H), 4.14-4.07 (m, 2H), 3.93-3.86 (m, 2H), 2.69 (br s, 1H), 2.42-2.32 (m, 1H), 1.20-1.11 (m, 2H), 1.06-0.98 (m, 2H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08420629B2
Source datasetuspto-grants-2013_04
ORD IDord-2408e9c794ce487ebb28c43d58db0f3d
Source noteuspto-grants-2013_04