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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1281750Generated: November 1, 2026

2-Naphthol → HCID 12129393, compound

https://huagongshe.com/reaction/1281750

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-NaphtholHCID 8663—
ReactantTriphenylphosphineHCID 11776—
Reactantethyl N-ethoxycarbonyliminocarbamateHCID 220568—
ReactantTert-butyl 4-hydroxypiperidine-1-carboxylateHCID 643502—
SolventTetrahydrofuranHCID 8028—
ProductHCID 12129393HCID 1212939352.2%

Reaction Steps

To a stirred solution of 2-naphthol (2.9 g) and 4-hydroxypiperidine-1-carboxylic acid tert-butyl ester (4 g) in tetrahydrofuran (30 ml) at 0° C. was added triphenylphosphine (5.2 g) and diethyl azodicarboxylate (3.2 ml). The reaction was allowed to warm to room temperature and stirred for 16 h. The solvent was removed in vacuo and the slurry taken up in EtOAc (30 ml) and washed with aqueous sodium hydroxide (1M, 2×30 ml), water (30 ml) and brine (30 ml). The organic extract was diluted with hexane (50 ml), and the precipitates were removed by filtration, and the filtrate dried over magnesium sulphate (1 g). The solvent was removed in vacuo to yield the title compound as a white solid (3.4 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06455531B1
Source datasetuspto-grants-2002_09
ORD IDord-72fde93a8e154ecf9f27c5284be954a0
Source noteuspto-grants-2002_09