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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1478554Generated: October 30, 2026

4-Toluenesulfonyl chloride → HCID 12297768, compound

https://huagongshe.com/reaction/1478554

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-Toluenesulfonyl chlorideHCID 7397—
ReactantTriethylamineHCID 8471—
Reactant(S)-(4-benzylmorpholin-2-yl)methanolHCID 736507—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
SolventDichloromethaneHCID 6344—
ProductHCID 12297768HCID 1229776899%

Reaction Steps

(S)-(4-benzylmorpholin-2-yl)methanol 36 g (173.68 mmnol) was dissolved in CH2Cl2 (400 ml), and TsCl (49.6 g, 260.52 mmol), DMAP (2.12 g, 17.36 mmol), and Et3N (36.31 ml, 260.52 mmol) were added, followed by stirring at room temperature for 1 hour. After the completion of the reaction, the reaction mixture was extracted with H2O and EA, followed by drying (Na2SO4), filtration, and concentration under reduced pressure, and then the residue was purified by column chromatography (EA:Hex=1:4), to give (S)-(4-benzylmorpholin-2-yl)methyl 4-methylbenzene sulfonate as a white solid (62.15 g, 99%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09403831B2
Source datasetuspto-grants-2016_08
ORD IDord-c12d0f5272fe4398a44ff044570c6632
Source noteuspto-grants-2016_08