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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2172232Generated: October 31, 2026

4-Toluenesulfonyl chloride → HCID 86709367, compound

https://huagongshe.com/reaction/2172232

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-Toluenesulfonyl chlorideHCID 7397—
ReactantTriethylamineHCID 8471—
ReactantHCID 70873421HCID 70873421—
SolventDichloromethaneHCID 6344—
ProductHCID 86709367HCID 8670936789%

Reaction Steps

4-[4-(2,4-Dihydroxy-2-methylbutoxy)phenyl]piperazine-1-carboxylic acid tert-butyl ester (3.75 g, 9.9 mmol), tosyl chloride (2.07 g, 10.8 mmol), dichloromethane (38 ml) and triethylamine (2.75 ml, 19.7 mmol) were mixed and ice-cooled. 1,1,3,3,-Tetramethylpropanediamine (0.16 ml, 1.0 mmol) was added thereto and stirred at room temperature overnight. The reaction mixture was washed with a saturated sodium chloride aqueous solution and dried over magnesium sulfate. The organic layer was concentrated, and the residue was purified by silica gel column chromatography (hexane:ethyl acetate=100:0→40:60) to afford the title compound as a colorless oil (4.69 g, 89%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09051333B2
Source datasetuspto-grants-2015_06
ORD IDord-ad807f0d79434206a8417629b12c235f
Source noteuspto-grants-2015_06