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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1184989Generated: November 1, 2026

Tetrahydrofuran → HCID 58526172, compound

https://huagongshe.com/reaction/1184989

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrahydrofuranHCID 8028—
ReactantBis(2,6-diisopropylphenyl)carbodiimideHCID 75100—
ReactantTempolHCID 137994—
ReactantHCID 178418361HCID 178418361—
ProductHCID 58526172HCID 58526172—

Reaction Conditions

Temperature55 °C

Reaction Steps

4-Hydroxy-2,2,6,6-tetramethylpiperidine-N-oxyl (5.16 g, 30 mmol) is dissolved in THF (40 ml) and hydrogenated in the presence of 0.08 g Pt (5% on carbon) catalyst using 4 bar hydrogen pressure. The hydrogen uptake stops after approximately one hour. The reaction mixture is then filtered and mixed with the solution of bis(2,6-diisopropylphenyl)carbodiimide (3.8 g, 10.5 mmol) in THF (30 ml). The solution is heated under argon at 55° C. for 6 hours, concentrated, the residue dissolved in dichloromethane (70 ml), washed with water (2×20 ml) and concentrated again. The residue is recrystallized from dichloromethane-ethyl acetate to afford 3.28 g of the title compound as a colorless solid, mp. 174-176° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08669398B2
Source datasetuspto-grants-2014_03
ORD IDord-d6f17597e87a4c0bb390e988fbde37f6
Source noteuspto-grants-2014_03