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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1268217Generated: October 27, 2026

Triphenylphosphine → HCID 18542742, compound

https://huagongshe.com/reaction/1268217

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriphenylphosphineHCID 11776—
Reactantethyl N-ethoxycarbonyliminocarbamateHCID 220568—
ReactantTert-butyl 4-hydroxypiperidine-1-carboxylateHCID 643502—
ReactantMethyl 3-methyl-5-nitrosalicylateHCID 12099450—
SolventDichloromethaneHCID 6344—
ProductHCID 18542742HCID 1854274292.2%

Reaction Steps

To a solution of 1-t-butoxycarbonyl-4-hydroxypiperidine (4.2 g), methyl 3-methyl-5-nitrosalicylate (1.8 g) and triphenylphosphine (6.8 g) in dichloromethane (100 ml) was added diethyl azodicarboxylate (4.1 ml) and the mixture was stirred at room temperature for 3 hours. The reaction mixture was concentrated in vacuo. The residue was purified by chromatography on a silica gel column using hexane/ethyl acetate=4/1 as an eluant to give the desired compound (3.1 g, yield 91%) as a rose oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06555556B1
Source datasetuspto-grants-2003_04
ORD IDord-08c0c6d87bc0467b9febca9643464168
Source noteuspto-grants-2003_04