Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1509860Generated: October 30, 2026

4-Toluenesulfonyl chloride → 1,4-Dioxaspiro[4.5]decan-8-ol, 8-(4-methylbenzenesulfonate)

https://huagongshe.com/reaction/1509860

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-Toluenesulfonyl chlorideHCID 7397—
ReactantDabcoHCID 9237—
Reactant1,4-Dioxaspiro(4.5)decan-8-olHCID 567352—
SolventDichloromethaneHCID 6344—
Product1,4-Dioxaspiro[4.5]decan-8-ol, 8-(4-methylbenzenesulfonate)HCID 567489101.6%

Reaction Steps

To a solution of 1,4-dioxa-spiro[4.5]decan-8-ol (1.0 mg, 6.3 mmol) and triethylenediamine (0.780 mg, 7.0 mmol) cooled to 0° C. in DCM (20 mL) was added p-toluenesulfonylchloride (1.31 g, 7.0 mmol) in DCM (5 mL). The reaction mixture was stirred overnight and then washed with 0.5 N HCl (20 mL). The organic layer was collected, dried over anhydrous sodium sulfate, filtered, and concentrated to give the title compound (2.0 g) which was used without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08211894B2
Source datasetuspto-grants-2012_07
ORD IDord-288a2a89668e4f23aca84dd500066afb
Source noteuspto-grants-2012_07