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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1667722Generated: October 31, 2026

Triphenylphosphine → HCID 67427544, compound

https://huagongshe.com/reaction/1667722

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriphenylphosphineHCID 11776—
Reactant3-Fluoro-4-nitrophenolHCID 520948—
ReactantTert-butyl 4-(hydroxymethyl)piperidine-1-carboxylateHCID 2764081—
ReactantDiethyl azodicarboxylateHCID 5462977—
SolventTetrahydrofuranHCID 8028—
ProductHCID 67427544HCID 6742754495.7%

Reaction Steps

To a mixture of 1.0 g (6.37 mmole) of 3-fluoro-4-nitrophenol, 1.78 g (8.27 mmole) of 4-hydroxymethyl-piperidine-1-carboxylic acid tert-butyl ester, 2.81 g (10.71 mmole) of triphenylphosphine and 50 mL of tetrahydrofuran was added 1.67 mL (10.71 mmole) of diethylazodicarboxylate. The mixture was stirred at room temperature for 18 hours and then concentrated under reduced pressure. The residue was purified by silica gel chromatography eluting with ethyl acetate-hexanes (gradient 0:100-40:60) to give 2.16 g of 4-(3-fluoro-4-nitro-phenoxymethyl)-piperidine-1-carboxylic acid tert-butyl ester (IV.23).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08044213B2
Source datasetuspto-grants-2011_10
ORD IDord-5dee8f8c1b26466a8cb41b64c7be4ebb
Source noteuspto-grants-2011_10