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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2401357Generated: November 1, 2026

Methanol → HCID 67811908, compound

https://huagongshe.com/reaction/2401357

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantTetrahydrofuranHCID 8028—
ReactantLithium hydroxide, monohydrateHCID 168937—
ReactantHCID 67814343HCID 67814343—
SolventWaterHCID 962—
ProductHCID 67811908HCID 6781190876.2%

Reaction Conditions

Temperature0 °C

Reaction Steps

To a round bottomed flask was added (4-(2-(4-chlorobenzoyl)phenyl)-3-methylisoxazol-5-yl)methyl benzoate from Example 12 (0.780 g, 1.806 mmol), THF (4 mL), MeOH (4 mL), and water (2 mL). The solution was cooled to 0° C. before addition of lithium hydroxide monohydrate (0.227 g, 5.42 mmol). The reaction was stirred at 0° C. for 45 min before diluting with water and extracting with EtOAc. The combined organics were washed with brine, dried over Na2SO4, filtered and concentrated. The crude residue was purified via Biotage (EtOAc/hex) to afford (4-chlorophenyl)(2-(5-(hydroxymethyl)-3-methylisoxazol-4-yl)phenyl)methanone (0.451 g, 1.376 mmol). LC/MS m/z 328 [M+H]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08796261B2
Source datasetuspto-grants-2014_08
ORD IDord-45e815b87fd54b0c867442fa64820bff
Source noteuspto-grants-2014_08