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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1728512Generated: October 29, 2026

Hydrochloric Acid → 2-Fluorodecyl p-toluenesulfonate

https://huagongshe.com/reaction/1728512

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantPyridineHCID 1049—
Reactant4-Toluenesulfonyl chlorideHCID 7397—
Reactant1-Decanol, 2-fluoro-HCID 11084419—
SolventWaterHCID 962—
Product2-Fluorodecyl p-toluenesulfonateHCID 1894585872.2%

Reaction Steps

17 g of 2-fluorodecanol and 60 ml of pyridine were charged into a 300 ml three-necked round bottom flask and cooled to 0° C. to which 24 g of p-toluenesulfonyl chloride was added in 15 min. The system was held at 0° C. for 1 hour and then subjected to reaction for 7 hours while being held below 20° C. Then, the mixture was charged into water and acidified with hydrochloric acid, followed by extraction with dichloromethane. The organic layer was washed with water, dried with magnesium sulfate and then purified by silica gel chromatography with the use of dichloromethane as the eluent to obtain 23 g of 2-fluorodecyl p-toluenesulfonate.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05328639
Source datasetuspto-grants-1994_07
ORD IDord-112d56e2206a4530aa19d7749bec2253
Source noteuspto-grants-1994_07