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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 42814Generated: October 25, 2026

Nitrogen → 5-(tert-Butyl-dimethyl-silanyloxymethyl)-isoxazole-3-carbaldehyde

https://huagongshe.com/reaction/42814

Reaction equation

Participants

RoleNameHCIDCharge
ReactantNitrogenHCID 947—
Reactant[5-(tert-Butyl-dimethyl-silanyloxymethyl)-isoxazol-3-yl]-methanolHCID 131730844—
CatalystManganese dioxideHCID 14801—
Solvent2-OxopropiononitrileHCID 69430—
Product5-(tert-Butyl-dimethyl-silanyloxymethyl)-isoxazole-3-carbaldehydeHCID 131730846—

Reaction Steps

In a flame dried round-bottomed flask equipped with a magnetic stir bar and under inert atmosphere (N2), a solution of [5-(tert-butyl-dimethyl-silanyloxymethyl)-isoxazol-3-yl]-methanol (2.94 g, 12.08 mmol) in AcCN (120.0 mL) was treated at rt with MnO2 (8.17 g, 84.56 mmol) and the reaction mixture was stirred for 24 h at rt before being filtered through Celite. The solvent was removed under reduced pressure to give the title compound as a yellow oil: TLC:rf (9:1 hept-EA)=0.32. LC-MS-conditions 02: tR=0.92 min.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08536209B2
Source datasetuspto-grants-2013_09
ORD IDord-4b8f9c0889454eae8fb7784dd72b7cc0
Source noteuspto-grants-2013_09