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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1667717Generated: November 1, 2026

Triphenylphosphine → HCID 67427269, compound

https://huagongshe.com/reaction/1667717

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriphenylphosphineHCID 11776—
Reactantethyl N-ethoxycarbonyliminocarbamateHCID 220568—
Reactant3-Fluoro-4-nitrophenolHCID 520948—
ReactantTert-butyl 4-hydroxypiperidine-1-carboxylateHCID 643502—
SolventTetrahydrofuranHCID 8028—
ProductHCID 67427269HCID 6742726964.1%

Reaction Steps

To a mixture of 5.0 g (31.80 mmole) of 3-fluoro-4-nitrophenol, 8.32 g (41.31 mmole) of 4-hydroxy-piperidine-1-carboxylic acid tert-butyl ester and 14.32 g (54.06 mmole) of triphenylphosphine in 100 mL of tetrahydrofuran was added 8.4 mL (54.06 mmole) of diethyl azodicarboxylate. 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 6.94 g of 4-(3-fluoro-4-nitro-phenoxy)-piperidine-1-carboxylic acid tert-butyl ester (IV.21a).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08044213B2
Source datasetuspto-grants-2011_10
ORD IDord-52f1d7aded074d43bccc869ca7b7ab9d
Source noteuspto-grants-2011_10