Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 38996Generated: October 25, 2026

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

https://huagongshe.com/reaction/38996

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-Toluenesulfonyl chlorideHCID 7397—
Reactant[(2S)-7-(Methylsulfonyl)-2,3-dihydro-1,4-benzodioxin-2-YL]methanolHCID 66879136—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
SolventDichloromethaneHCID 6344—
Product[(2R)-7-(methylsulfonyl)-2,3-dihydro-1,4-benzodioxin-2-yl]methyl 4-methylbenzenesulfonateHCID 86652935—

Reaction Steps

Preparation according to Preparation 10 using [[(2S)-7-(methylsulfonyl)-2,3-dihydro-1,4-benzodioxin-2-yl]methanol (1.2 g, 5.0 mmol), DCM (25 ml), p-toluenesulfonyl chloride (1.4 g, 7.5 mmol), TEA (1.0 ml, 12.8 mmol) and 4-DMAP (0.6 g, 5.0 mmol). Yield: 1.8 g. MS m/z (rel. intensity, 70 eV) 398 (M+, 49), 226 (bp), 225 (24), 213 (30), 91 (68).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08524766B2
Source datasetuspto-grants-2013_09
ORD IDord-2c8045d5ea48475aa0e052e334668f6a
Source noteuspto-grants-2013_09