HuagongsheHuagongshe Chemistry Print Report · For research reference only
Tetrahydrofuran → HCID 25114168, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | Di-tert-butyl dicarbonate | HCID 90495 | — |
| Reactant | Ethynyltributyltin | HCID 621176 | — |
| Reactant | 2-((4-(2-Nitroethyl)benzyl)oxy)pyridine | HCID 58076266 | — |
| Catalyst | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 25114168 | HCID 25114168 | 100.2% |
Reaction Steps
To a tetrahydrofuran solution (90 mL) of tri-n-butylethynyltin (3 g), 2-(4-(2-nitro-ethyl)-benzyloxy)-pyridine (4.9 g) described in Manufacturing Example 1-1-4, and 4-dimethylaminopyridine (116 mg) was added a tetrahydrofuran solution (30 mL) of di-tert-butyl dicarbonate (7.3 g), which was stirred for 15 hours at room temperature. Ethyl acetate and water were added to this mixture. The organic layer was separated, washed with water and saturated saline, dried over anhydrous magnesium sulfate, and filtered. The filtrate was adsorbed to silica gel, and then purified by silica gel column chromatography (heptane:ethyl acetate=4:1) to obtain the title compound (5.3 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08513287B2 |
| Source dataset | uspto-grants-2013_08 |
| ORD ID | ord-3a8f1203a3494a4c952462996666d4ca |
| Source note | uspto-grants-2013_08 |