HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 3-Nitro-2-(4-prop-2-ynylidenepiperidin-1-yl)pyridine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | 1-Butanaminium, N,N,N-tributyl-, fluoride, hydrate | HCID 16211673 | — |
| Reactant | 4-(1-Trimethysilylbut-2-ynylidenepiperidin-1-yl)-3-nitropyridine | HCID 131730827 | — |
| Product | 3-Nitro-2-(4-prop-2-ynylidenepiperidin-1-yl)pyridine | HCID 86627335 | — |
Reaction Steps
A solution of Compound 1b (0.57 g, 1.81 mmol), tetra-n-butylammonium fluoride hydrate (0.57 g, 2.03 mmol) in 38 mL of THF was stirred at r.t. for 2 h. The reaction mixture was poured into water and extracted with EtOAc. The combined organic layers were washed with brine, dried on Na2SO4 and evaporated to dryness in vacuo to afford a residue, which was purified by flash chromatography (EtOAc—Petroleum Ether 1:9) giving the title product (0.21 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08518916B2 |
| Source dataset | uspto-grants-2013_08 |
| ORD ID | ord-456ac313f1f14e76b8d5e4759a0bfedb |
| Source note | uspto-grants-2013_08 |