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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1295579Generated: October 30, 2026

Triphenylphosphine → HCID 69411804, compound

https://huagongshe.com/reaction/1295579

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriphenylphosphineHCID 11776—
ReactantDiisopropyl diazene-1,2-dicarboxylateHCID 75555—
ReactantTert-butyl 4-hydroxypiperidine-1-carboxylateHCID 643502—
Reactant4-(Methoxycarbonylmethoxy)-3-nitrophenolHCID 17965132—
SolventTetrahydrofuranHCID 8028—
ProductHCID 69411804HCID 6941180493%

Reaction Conditions

Temperature20 °C

Reaction Steps

To a stirred solution of 4-(methoxycarbonylmethoxy)-3-nitrophenol (6.0 g, 26.8 mmol), 1-(tert-butyloxycarbonyl)-4-hydroxypiperidine (13.8 g, 68.9 mmol) and triphenylphosphine (18.0 g, 68.9 mmol) in tetrahydrofuran (80 mL) at 20° C. under argon was added diisopropyl azodicarboxylate (13.9 g, 68.9 mmol), dropwise over 0.75 h. The resulting solution was stirred at 20° C. for 4 h, then evaporated in vacuo. Chromatography of the residue on silica (400 g) eluting with 5–50% ether in hexane gave the title compound (10.1 g, 93%) as a yellow oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07244726B2
Source datasetuspto-grants-2007_07
ORD IDord-b91f25e5740144f783427141af14795b
Source noteuspto-grants-2007_07