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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1501150Generated: November 2, 2026

Methanol → HCID 89581241, compound

https://huagongshe.com/reaction/1501150

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantWaterHCID 962—
ReactantLithium hydroxide, monohydrateHCID 168937—
ReactantHCID 89580573HCID 89580573—
SolventTetrahydrofuranHCID 8028—
ProductHCID 89581241HCID 8958124188%

Reaction Conditions

Temperature20 °C

Reaction Steps

A mixture of methyl 4-(1-(pyrimidin-2-yloxy)ethyl)benzoate (400 mg, 1.6 mmol), lithium hydroxide monohydrate (326 mg, 7.8 mmol), water (4 mL) and methanol (4 mL) in tetrahydrofuran (12 mL) was stirred at 20° C. for 5 hours. The reaction mixture was concentrated. The residue was acidified to pH=2 with concentrated hydrochloride solution. The mixture was extracted with ethyl acetate (20 mL×2). The organic phase was dried over sodium sulfate and filtered. The filtrate was concentrated. The residue was purified by column chromatography (silica gel, petroleum ether/ethyl acetate=2:1) to give 4-(1-(pyrimidin-2-yloxy)ethyl)benzoic acid as a white solid (300 mg, 88%). LRMS (M+H+) m/z: 244.08. found 244.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09206128B2
Source datasetuspto-grants-2015_12
ORD IDord-458cfe2d0f3d480a9f733a8cca6a3f17
Source noteuspto-grants-2015_12