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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1868871Generated: October 30, 2026

Lithium hydroxide, monohydrate → N-((6-Chloro-4-hydroxy-2-oxo-1'-(phenylcarbonyl)-spiro[naphthalene-1,4'-piperidin]-3-yl)carbonyl)glycine

https://huagongshe.com/reaction/1868871

Reaction equation

Participants

RoleNameHCIDCharge
ReactantLithium hydroxide, monohydrateHCID 168937—
Reactantmethyl N-((6-chloro-4-hydroxy-2-oxo-1'-(phenylcarbonyl)-spiro[naphthalene-1,4'-piperidin]-3-yl)carbonyl)glycinateHCID 67100267—
SolventWaterHCID 962—
SolventTetrahydrofuranHCID 8028—
ProductN-((6-Chloro-4-hydroxy-2-oxo-1'-(phenylcarbonyl)-spiro[naphthalene-1,4'-piperidin]-3-yl)carbonyl)glycineHCID 57983488—

Reaction Conditions

Temperature25 °C

Reaction Steps

The ester was treated with lithium hydroxide hydrate (0.025 g, 0.60 mmol) in THF (1.4 mL) and water (0.6 mL) and stirred at 25° C. for 30 minutes. The reaction was quenched with Dowex 50 (W×8) acidic resin (prewashed with MeOH) to pH<4.0 and filtered. The filtrate was concentrated and azeotroped with toluene (2×5 mL), to give the title compound (0.017 g). MS m/e=469.5 (M+H)+. Calculated for C24H21ClN2O6 468.11.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07635715B2
Source datasetuspto-grants-2009_12
ORD IDord-a5695b5d05624378aab8631bac4c20ea
Source noteuspto-grants-2009_12