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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 10173Generated: October 29, 2026

Benzenesulfonic acid, 4-methyl-, compd. with pyridine (1:1) → [5-(Morpholin-4-ylmethyl)-4,5-dihydro-isoxazol-3-yl]methanol

https://huagongshe.com/reaction/10173

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzenesulfonic acid, 4-methyl-, compd. with pyridine (1:1)HCID 466102—
Reactant[5-((Morpholin-4-yl)methyl)-4,5-dihydro-isoxazol-3-yl]methyl 2-tetrahydropyranyl etherHCID 21978771—
SolventMethanolHCID 887—
Product[5-(Morpholin-4-ylmethyl)-4,5-dihydro-isoxazol-3-yl]methanolHCID 2197875995%

Reaction Steps

A mixture of [5-((morpholin-4-yl)methyl)-4,5-dihydro-isoxazol-3-yl]methyl 2-tetrahydropyranyl ether (0.63 g) with pyridinium p-toluenesulfonate (10 mol %) in methanol was heated under reflux for 24 h. After cooling to room temperature the solvent was removed in vacuo and the residue purified by flash chromatography (SiO2, CH2Cl2/MeOH/NH4OH 92/7.5/0.5) to afford [5-((morpholin-4-yl)methyl)-4,5-dihydro-isoxazol-3-yl]methanol (95%). Rf 0.17 (CH2Cl2/MeOH/NH4OH 92/7.5/0.5).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07094779B2
Source datasetuspto-grants-2006_08
ORD IDord-d64a33a850374f16bffd91ecddd6d0c9
Source noteuspto-grants-2006_08