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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 548626Generated: October 30, 2026

1-Methylimidazole → HCID 57550248, compound

https://huagongshe.com/reaction/548626

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-MethylimidazoleHCID 1390—
ReactantDiethyl EtherHCID 3283—
Reactant4-Toluenesulfonyl chlorideHCID 7397—
Reactant(4S)-4-(hydroxymethyl)azetidin-2-oneHCID 10964424—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
ProductHCID 57550248HCID 5755024826%

Reaction Steps

(4S)-4-(hydroxymethyl)azetidin-2-one a39 (0.41 g, 4.6 mmol, 1 eq) and N-methylimidazole (1.1 ml, 14 mmol, 3.5 eq) are dissolved in dimethylformamide (5 ml) at 0° C. A solution of p-toluenesulfonyl chloride a40 (0.85 g, 4.4 mmol, 4 eq) in dimethylformamide (1 ml) is added dropwise. After 2 h, diethyl ether and water are added. The organic phase is separated, dried over magnesium sulfate and concentrated under reduced pressure to give 0.27 g of crude [(2S)-4-oxoazetidin-2-yl]methyl 4-methylbenzenesulfonate a41.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07943605B2
Source datasetuspto-grants-2011_05
ORD IDord-69e7aef9438e4ba5af81b53b84e62747
Source noteuspto-grants-2011_05