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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1043797Generated: October 30, 2026

Trifluoroacetic acid → 4-(2-Methoxy-4-nitrophenoxy)piperidine

https://huagongshe.com/reaction/1043797

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
ReactantHCID 18542820HCID 18542820—
SolventDichloromethaneHCID 6344—
Product4-(2-Methoxy-4-nitrophenoxy)piperidineHCID 5503615496%

Reaction Steps

Trifluoroacetic acid (5 eq) was added to a solution of tert-butyl 4-(2-methoxy-4-nitrophenoxy)piperidine-1-carboxylate (200 mg, 0.5676 mmol, 1 eq) in dichloromethane, stirring at room temperature for 1 hour. The solvent was then evaporated, the residue brought to pH=10 with sat. aq. Na2CO3 solution and extracted with EtOAc. The organic layer was washed with brine, dried over sodium sulfate and evaporated to afford the product 4-(2-methoxy-4-nitrophenoxy)piperidine as a light yellow solid (137.3 mg, 96%). LC/MS (m/z): 253.2 (MH+), Rt 1.81 minutes.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08563549B2
Source datasetuspto-grants-2013_10
ORD IDord-bbfe9f3624384ce1a3e83c2488aad6de
Source noteuspto-grants-2013_10