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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 557379Generated: October 25, 2026

Triphenylphosphine → 4-[2,2,2-Trifluoro-1-(2-piperidin-1-yl-ethoxy)-1-trifluoromethyl-ethyl]-phenylamine

https://huagongshe.com/reaction/557379

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriphenylphosphineHCID 11776—
Reactant1-(Piperidin-2-yl)ethan-1-olHCID 335682—
Reactant2-(4-Aminophenyl)-1,1,1,3,3,3-hexafluoropropan-2-olHCID 577801—
ReactantDiethyl azodicarboxylateHCID 5462977—
SolventTetrahydrofuranHCID 8028—
Product4-[2,2,2-Trifluoro-1-(2-piperidin-1-yl-ethoxy)-1-trifluoromethyl-ethyl]-phenylamineHCID 22249326—

Reaction Steps

DEAD (366 mg, 2.1 mmol) was added drop-wise to the solution of 2-(4-aminophenyl)-1,1,1,3,3,3-hexafluoropropan-2-ol (520 mg, 2 mmol), 2-piperidylethan-1-ol (260 mg, 2 mmol) and PPh3 (550 mg, 2.1 mmol) in THF (10 mL). The mixture was stirred for 2 h. The reaction was partitioned between EtOAc and aqueous NaHCO3 solution and the organic phase was washed with brine. After concentrated in vacuo, the organic residue was purified by flash chromatography on silica to give the title intermediate.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08058445B2
Source datasetuspto-grants-2011_11
ORD IDord-edbbdc3ccb47424788873680dd2553e3
Source noteuspto-grants-2011_11