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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1476373Generated: November 2, 2026

Pyridine → 6-Decyl-3-methylthio-2-(trifluoromethanesulfonyloxy)naphthalene

https://huagongshe.com/reaction/1476373

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPyridineHCID 1049—
ReactantDichloromethaneHCID 6344—
ReactantTrifluoromethanesulfonic anhydrideHCID 67749—
Reactant6-Decyl-3-methylthio-2-hydroxynaphthaleneHCID 86704388—
SolventHydrochloric AcidHCID 313—
SolventWaterHCID 962—
Product6-Decyl-3-methylthio-2-(trifluoromethanesulfonyloxy)naphthaleneHCID 86704389105.7%

Reaction Steps

Trifluoromethanesulfonic anhydride (3 ml, 15 mmol) was added to a dichloromethane (50 ml) solution of the obtained 6-decyl-3-methylthio-2-hydroxynaphthalene (3.63 g, 10 mmol) and pyridine (2.5 ml, 30 mmol) at 0° C. This solution was stirred at room temperature for 25 minutes. Then, the mixture was diluted with water (20 ml), and hydrochloric acid (4 M, 20 ml) was added. The mixture was extracted with dichloromethane (30 ml×3). The organic phases obtained by repeating the extraction three times were collected, washed with saturated saline water (30 ml×3), dried with MgSO4, and condensed to obtain 6-decyl-3-methylthio-2-(trifluoromethanesulfonyloxy)naphthalene (compound (4)-81) (4.89 g, 99%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09018630B2
Source datasetuspto-grants-2015_04
ORD IDord-ed4e1ddcc0824711a242da0d5b994ca5
Source noteuspto-grants-2015_04