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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1897749Generated: October 29, 2026

Pyridine → 4-Formyl-2-methoxyphenyl trifluoromethanesulfonate

https://huagongshe.com/reaction/1897749

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPyridineHCID 1049—
ReactantVanillinHCID 1183—
ReactantTrifluoromethanesulfonic anhydrideHCID 67749—
SolventDichloromethaneHCID 6344—
Product4-Formyl-2-methoxyphenyl trifluoromethanesulfonateHCID 1080296261%

Reaction Conditions

Temperature-20 °C

Reaction Steps

A stirred solution and cooled (20° C.) solution of 2 (5.0 g, 32.89 mmol) in CH2Cl2 (30 mL) was treated with pyridine (5.2 g, 65.82 mmol). After 15 min, Tf2O (11.13 g, 39.4 mmol) was added dropwise and stirred at −20° C. for 1 h. Reaction mixture was diluted with CH2Cl2 (100 mL). The organic layer was washed with water (50 mL), brine (50 mL) and dried, Solvent was evaporated under reduced pressure and residue purified by column chromatography (Silica gel, 60-120 mesh, hexane:ethyl acetate 93:7) to give 3 (5.7 g, 61%) as a syrup.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08519154B2
Source datasetuspto-grants-2013_08
ORD IDord-f3b24406dd8f4c06b7637d56596c3774
Source noteuspto-grants-2013_08