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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 967612Generated: October 25, 2026

Trifluoroacetic acid → (S)-2,2-dimethyl-5-oxo-[1,3]dioxolan-4-ylmethylammonium trifluoroacetate

https://huagongshe.com/reaction/967612

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
Reactant1,3-CyclohexadieneHCID 11605—
Reactant(S)-(2,2-dimethyl-5-oxo-[1,3]dioxolan-4-ylmethyl)carbamic acid benzyl esterHCID 67483545—
CatalystPalladiumHCID 23938—
SolventEthanolHCID 702—
Product(S)-2,2-dimethyl-5-oxo-[1,3]dioxolan-4-ylmethylammonium trifluoroacetateHCID 86586053—

Reaction Steps

The crude (S)-(2,2-dimethyl-5-oxo-[1,3]dioxolan-4-ylmethyl)carbamic acid benzyl ester (976 mg, 3.5 mmol) was dissolved in ethanol (14 mL), and palladium (10% on activated charcoal, 300 mg) and 1,3-cyclohexadiene (2.8 g, 35 mmol) were added and the reaction was stirred for 1 hour at room temperature, and heated to 40° C. for 10 min. After filtration, TFA (0.4 g, 3.5 mmol) was added and the solvent was removed by evaporation to afford crude (S)-2,2-dimethyl-5-oxo-[1,3]dioxolan-4-ylmethylammonium trifluoroacetate as an oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06953812B2
Source datasetuspto-grants-2005_10
ORD IDord-b8e0921db87641abaeeff1969fa16d38
Source noteuspto-grants-2005_10