HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-(tert-Butoxycarbonyl)-3-(cyanomethylene)azetidine → tert-Butyl 3-(cyanomethyl)azetidine-1-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1-(tert-Butoxycarbonyl)-3-(cyanomethylene)azetidine | HCID 45789216 | — |
| Catalyst | HCID 178418390 | HCID 178418390 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | tert-Butyl 3-(cyanomethyl)azetidine-1-carboxylate | HCID 53234188 | 79% |
Reaction Steps
tert-Butyl 3-(cyanomethylene)azetidine-1-carboxylate (823 mg, 4.24 mmol) in a mixture of methanol (20 mL) and 1,4-dioxane (10 mL) was stirred with 5% palladium-carbon (129 mg) for one day under a hydrogen atmosphere. The reaction mixture was filtered, and the filtrate was concentrated under reduced pressure. The resulting residue was purified by silica gel column chromatography (hexane/ethyl acetate=1/1 (v/v)) to give the title compound as a colorless oil (657 mg, yield 79%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09216999B2 |
| Source dataset | uspto-grants-2015_12 |
| ORD ID | ord-4a860eecf3d947a890d89964001946ec |
| Source note | uspto-grants-2015_12 |