HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Hydroxide → HCID 69491289, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | 4-(N-Boc-amino)piperidine | HCID 723833 | — |
| Reactant | Sodium triacetoxyborohydride | HCID 5049666 | — |
| Reactant | Benzo(b)furan-3-ylacetaldehyde | HCID 18351319 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 69491289 | HCID 69491289 | — |
Reaction Steps
13 ml of acetic acid and 61 g of sodium triacetoxyborohydride are added in succession to a solution of 33 g of 2-(benzofuran-3-yl)acetaldehyde and 41.3 g of tert-butyl 4-piperidylcarbamate in 1.4 litres of dichloromethane. After 24 hours' stirring at room temperature, a 20% sodium hydroxide solution is added. After 10 minutes, the reaction mixture is decanted and the organic phase is washed, dried and concentrated. Chromatography over silica gel (cyclohexane/ethyl acetate 30/70) enables the expected product to be isolated.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06323217B2 |
| Source dataset | uspto-grants-2001_11 |
| ORD ID | ord-86f882e08c344f9aa0aabcef822b26d7 |
| Source note | uspto-grants-2001_11 |