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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 491599Generated: October 30, 2026

Acetic Acid → (R)-3-(1-methyl-pyrrolidin-2-ylmethoxy)-5-trifluoromethyl-phenylamine

https://huagongshe.com/reaction/491599

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
Reactant1-Methyl-2-(3-nitro-5-trifluoromethyl-phenoxymethyl)-pyrrolidineHCID 21959476—
CatalystPalladiumHCID 23938—
SolventMethanolHCID 887—
Product(R)-3-(1-methyl-pyrrolidin-2-ylmethoxy)-5-trifluoromethyl-phenylamineHCID 66688753—

Reaction Steps

1-Methyl-2-(3-nitro-5-trifluoromethyl-phenoxymethyl)-pyrrolidine (2.5 g, 8.2 mmol) was dissolved in MeOH (80 ml) and HOAc (glacial, 10 mL) and placed under N2. Pd/C was added and after blanketing with H2, the mixture was shaken under H2 for 18 h at 60 psi. The catalyst was removed by filtration through Celite® and the MeOH solution was concentrated in vacuo. The residue was purified with flash chromatography (SiO2, 90:10:1 CH2Cl2:MeOH:NH4OH) to afford the title compound as a yellow liquid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07531553B2
Source datasetuspto-grants-2009_05
ORD IDord-ff017fc322a149629ca2d873850a119c
Source noteuspto-grants-2009_05