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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 265884Generated: October 26, 2026

Lithium Hydroxide → 4-[3-(Pyridin-4-yl)propyloxy]benzoic acid

https://huagongshe.com/reaction/265884

Reaction equation

Participants

RoleNameHCIDCharge
ReactantLithium HydroxideHCID 3939—
ReactantTetrahydrofuranHCID 8028—
ReactantMethyl 4-[3-(4-pyridinyl)propoxy]benzoateHCID 53832197—
SolventDCM MeOH AcOHHCID 21877243—
Product4-[3-(Pyridin-4-yl)propyloxy]benzoic acidHCID 19034145—

Reaction Steps

A solution of 19-4 (3.2 g, 11.9 mmol), 1N LiOH (25 mL), and THF (50 mL) was stirred overnight at ambient temperature. After 20 h, the solution was washed with EtOAc and then acidified with 10% KHSO4 to give a suspension of white solid. The aqueous portion was extracted with CHCl3 and then the aqueous portion containing the solid was filtered. After drying the solid at 50° C. for 3 h, 19-5 was obtained. Rf 0.47 (silica, 10/1/1 CH2Cl2 /CH3OH/AcOH).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05648368
Source datasetuspto-grants-1997_07
ORD IDord-d4fc639ea6b44fd5b7b8b593e7e817de
Source noteuspto-grants-1997_07