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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1465996Generated: November 2, 2026

2-Naphthol → HCID 53327511, compound

https://huagongshe.com/reaction/1465996

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-NaphtholHCID 8663—
ReactantTriphenylphosphineHCID 11776—
ReactantDiisopropyl diazene-1,2-dicarboxylateHCID 75555—
ReactantHCID 67325214HCID 67325214—
SolventWaterHCID 962—
SolventTolueneHCID 1140—
ProductHCID 53327511HCID 5332751139.5%

Reaction Steps

0.25 g (1.03 mmol) of thiazol-4-ylmethyl 3-(hydroxymethyl)pyrrolidine-1-carboxylate is dissolved in 8 ml of toluene. 0.35 g (1.34 mmol) of triphenylphosphine and 0.16 g (1.13 mmol) of naphth-2-ol are added and then the medium is cooled to 0° C. for slow addition of a solution of 0.27 g (1.34 mmol) of diisopropyl azodicarboxylate in 2 ml of toluene. The medium is stirred at ambient temperature for 14 hours. The residue obtained is taken up in water and extracted twice with dichloromethane. The combined organic phases are washed with a saturated aqueous sodium chloride solution, dried over sodium sulphate, filtered and concentrated under vacuum. The residue is purified by chromatography on silica gel, elution being carried out with a 99/1 to 98/2 mixture of dichloromethane and methanol. 0.15 g of the expected product is obtained in the form of a powder.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09000010B2
Source datasetuspto-grants-2015_04
ORD IDord-88c6d31ff7ec4b488b1fcca708649087
Source noteuspto-grants-2015_04