HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 4-[N-(tert-butyl)-N-hydroxyamino]-N-pyridin-2-yl-methyl-benzamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | Tetrabutylammonium Fluoride | HCID 2724141 | — |
| Reactant | HCID 22320694 | HCID 22320694 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 4-[N-(tert-butyl)-N-hydroxyamino]-N-pyridin-2-yl-methyl-benzamide | HCID 22320713 | 60% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06949654B2 |
| Source dataset | uspto-grants-2005_09 |
| ORD ID | ord-fa7977408ca44cc4b3882470ee97ce12 |
| Source note | uspto-grants-2005_09 |