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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1268229Generated: November 1, 2026

Triphenylphosphine → HCID 18542632, compound

https://huagongshe.com/reaction/1268229

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriphenylphosphineHCID 11776—
Reactantethyl N-ethoxycarbonyliminocarbamateHCID 220568—
ReactantTert-butyl 4-hydroxypiperidine-1-carboxylateHCID 643502—
Reactant1,3-Benzenedicarboxylic acid, 2-hydroxy-5-nitro-, 1,3-dimethyl esterHCID 13974208—
SolventDichloromethaneHCID 6344—
SolventTetrahydrofuranHCID 8028—
SolventEthyl acetate hexaneHCID 21226206—
ProductHCID 18542632HCID 1854263280%

Reaction Steps

To a solution of 1-t-butoxycarbonyl-4-hydroxypiperidine (2.6 g), dimethyl 2-hydroxy-5-nitroisophthalate (1.6 g) and triphenylphosphine (4.4 g) in a mixture of dichloromethane (40 ml) and tetrahydrofuran (20 ml) was added diethyl azodicarboxylate (2.6 ml) and the mixture was stirred at room temperature for 4 hours. The reaction mixture was concentrated in vacuo. The residue was purified by chromatography on a silica gel column using dichloromethane/ethyl acetate=19/1 as an eluant to afford a yellow solid. To the solid was added hexane/ethyl acetate=4/1 and then the mixture was filtered to give the desired compound (2.2 g, yield 78%) as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06555556B1
Source datasetuspto-grants-2003_04
ORD IDord-4d4df02c10ba4cc3a30f2d8528dd7114
Source noteuspto-grants-2003_04