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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1070723Generated: October 25, 2026

Trifluoroacetic acid → 1,2,3,6-Tetrahydro-4-(3-(methylthio)phenyl)pyridine

https://huagongshe.com/reaction/1070723

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
Reactant4-Hydroxy-4-(3-methylsulfanylphenyl)-piperidin-1-carboxylic acid tert-butyl esterHCID 12988964—
SolventDichloromethaneHCID 6344—
Product1,2,3,6-Tetrahydro-4-(3-(methylthio)phenyl)pyridineHCID 12988965—

Reaction Steps

4-Hydroxy-4-(3-methylsulfanyl-phenyl)-piperidin-1-carboxylic acid tert-butyl ester (3.97 g) was dissolved in CH2Cl2 (500 ml) and trifluoroacetic acid (80 ml) was added in one portion. The mixture was refluxed for one hour and then washed with two portions of 10%-Na2CO3, dried (MgSO4), filtered and evaporated to dryness. Yield 2.07 g. MS m/z (relative intensity, 70 eV) 205 (M+, 73), 158 (44), 129 (95), 128 (80), 82 (bp).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06903120B2
Source datasetuspto-grants-2005_06
ORD IDord-f48fb305a3294b1f9a93eac92aa73217
Source noteuspto-grants-2005_06