Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 625183Generated: October 30, 2026

Trifluoromethanesulfonic acid → 5-(3-(2-(Carboxymethoxy)-2-oxoethyl)-4-methoxyphenyl)-dibenzothiophenium chloride

https://huagongshe.com/reaction/625183

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoromethanesulfonic acidHCID 62406—
Reactant5-(4-Methoxy-3-(2-(2-((2-methyladamantan-2-yl)oxy)-2-oxoethoxy)-2-oxoethyl)phenyl)-dibenzothiophenium chlorideHCID 131735195—
SolventDichloromethaneHCID 6344—
Product5-(3-(2-(Carboxymethoxy)-2-oxoethyl)-4-methoxyphenyl)-dibenzothiophenium chlorideHCID 13173519991.3%

Reaction Conditions

Temperature25 °C

Reaction Steps

Triflic acid (trifluoromethansulfonic acid) (0.5 mL) was added to a solution of 5-(4-methoxy-3-(2-(2-((2-methyladamantan-2-yl)oxy)-2-oxoethoxy)-2-oxoethyl)phenyl)-dibenzothiophenium chloride (3.00 g, 5.07 mmol) in DCM (50 mL) and stirred at 25° C. for 48 h. The precipitate was filtered, washed with MTBE:Acetone (50 mL) and MTBE (2×100 mL) to afford the title compound (2.05 g, 91%) as a white solid. 1H NMR (300 MHz, (CD3)2SO) δ: 12.5 (brs, COOH), 8.52 (d, J=7.8 Hz, 2H), 8.29 (d, J=8.1 Hz, 2H), 7.95 (t, J=7.5 Hz, 2H), 7.67-7.79 (m, 3H), 7.38 (vis s, 1H), 7.22 (d, J=8.1 Hz, 1H), 4.51 (s, 2H), 3.81 (s, 3H), 3.66 (s, 2H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09304394B2
Source datasetuspto-grants-2016_04
ORD IDord-8f8ba9effd414e74b907f4ca60bf80cd
Source noteuspto-grants-2016_04