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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 546678Generated: November 1, 2026

4-Toluenesulfonyl chloride → HCID 86628506, compound

https://huagongshe.com/reaction/546678

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-Toluenesulfonyl chlorideHCID 7397—
ReactantTriethylamineHCID 8471—
Reactant2-Butanol, 4-[[(1,1-dimethylethyl)diphenylsilyl]oxy]-HCID 11529986—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
Solvent1,2-DichloroethaneHCID 11—
ProductHCID 86628506HCID 8662850659.7%

Reaction Conditions

Temperature60 °C

Reaction Steps

Triethylamine (4.64 mL), p-toluenesulfonyl chloride (4.66 g) and DMAP (271 mg) were added to a solution of 4-(tert-butyldiphenylsilanyloxy)butan-2-ol (7.3 g; CAS #114079-44-6) in 1,2-dichloroethane (80 mL) at 0° C., and the reaction solution was stirred at 60° C. for three hours. The reaction solution was left to cool to room temperature and then concentrated under reduced pressure. Ethyl acetate and brine were added to the residue, and the organic layer was separated. The resulting organic layer was dried over anhydrous sodium sulfate and then concentrated under reduced pressure. The residue was purified by silica gel column chromatography (elution solvent: heptane-ethyl acetate system) to obtain 6.4 g of the title compound. The property value of the compound is as follows.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07935815B2
Source datasetuspto-grants-2011_05
ORD IDord-08896dc689224e6eb5b4919821b4f28d
Source noteuspto-grants-2011_05