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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 39008Generated: October 28, 2026

4-Toluenesulfonyl chloride → [(2R)-5-fluoro-7-(methylsulfonyl)-2,3-dihydro-1,4-benzodioxin-2-yl]methyl 4-methylbenzenesulfonate

https://huagongshe.com/reaction/39008

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-Toluenesulfonyl chlorideHCID 7397—
ReactantHCID 66878306HCID 66878306—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
SolventDichloromethaneHCID 6344—
Product[(2R)-5-fluoro-7-(methylsulfonyl)-2,3-dihydro-1,4-benzodioxin-2-yl]methyl 4-methylbenzenesulfonateHCID 86652937—

Reaction Steps

Preparation according to Preparation 10 using [[(2S)-5-fluoro-7-(methylsulfonyl)-2,3-dihydro-1,4-benzodioxin-2-yl]methanol (0.97 g, 3.7 mmol), DCM (20 ml), p-toluenesulfonyl chloride (1.06 g, 5.6 mmol), TEA (0.78 ml, 5.6 mmol) and 4-DMAP (0.46 g, 3.7 mmol). Yield: 1.47 g. MS m/z (rel. intensity, 70 eV) 416 (M+, 40), 244 (bp), 243 (26), 231 (19), 91 (50).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08524766B2
Source datasetuspto-grants-2013_09
ORD IDord-34253c481f544bc9a00407a9166f622c
Source noteuspto-grants-2013_09