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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 498085Generated: October 30, 2026

Water → 4-[N-(tert-butyl)-N-hydroxyamino]-N-pyridin-2-yl-methyl-benzamide

https://huagongshe.com/reaction/498085

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantAmmonium ChlorideHCID 25517—
ReactantTetrabutylammonium FluorideHCID 2724141—
ReactantHCID 22320694HCID 22320694—
SolventTetrahydrofuranHCID 8028—
SolventEthyl AcetateHCID 8857—
Product4-[N-(tert-butyl)-N-hydroxyamino]-N-pyridin-2-yl-methyl-benzamideHCID 2232071360%

Reaction Steps

To a solution of 0.06 g (0.145 mmol) of compound 7 in THF (1 mL) was added 0.73 mL (0.73 mmol) of 1 M solution of tetrabutylammonium fluoride in THF at room temperature, and the solution was stirred for 24 hours. After completion of the reaction, 2 mL of water was added to quench the reaction. Ethyl acetate and sat'd NH4Cl solution were added to the mixture. The organic layer was separated, dried over anhydrous MgSO4, filtered and concentrated under reduced pressure. The residue was purified by flash column chromatography (silica, Hex:EtOAc=1:2) to give 0.026 g of compound 8 in 60% yield.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06949654B2
Source datasetuspto-grants-2005_09
ORD IDord-fa7977408ca44cc4b3882470ee97ce12
Source noteuspto-grants-2005_09