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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1664681Generated: November 1, 2026

Trifluoroacetic acid → 5-Isopropoxy-6-nitro-2-piperidin-4-yl-isoindole-1,3-dione

https://huagongshe.com/reaction/1664681

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
ReactantSodium BicarbonateHCID 516892—
ReactantHCID 67071138HCID 67071138—
SolventDichloromethaneHCID 6344—
Product5-Isopropoxy-6-nitro-2-piperidin-4-yl-isoindole-1,3-dioneHCID 67071097—

Reaction Steps

To a solution of 4-(5-isopropoxy-6-nitro-1,3-dioxo-1,3-dihydro-isoindol-2-yl)-piperidine-1-carboxylic acid tert-butyl ester generated in the previous step in 3 mL of DCM is added TFA (3 mL). The reaction mixture is stirred at room temperature for 1 h. After concentration, water (5 mL) is added to the crude reaction mixture, the resulting mixture is neutralized to pH=8 by adding NaHCO3, and the product is extracted with DCM. The organic extracts are dried over Na2SO4, filtered and concentrated in vacuo to give crude 5-isopropoxy-6-nitro-2-piperidin-4-yl-isoindole-1,3-dione, which is directly used in the next step without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08039479B2
Source datasetuspto-grants-2011_10
ORD IDord-bee38214c5e74e6083194dc47b672880
Source noteuspto-grants-2011_10