HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Triethylamine → 5-({[t-Butyl(dimethyl)silyl]oxy}methyl)-2-furonitrile
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Triethylamine | HCID 8471 | — |
| Edukt | Dicyclohexylcarbodiimide | HCID 10868 | — |
| Edukt | Hydroxyamine hydrochloride | HCID 443297 | — |
| Edukt | 5-({[t-Butyl(dimethyl)silyl]oxy}methyl)-2-furaldehyde | HCID 10999135 | — |
| Produkt | 5-({[t-Butyl(dimethyl)silyl]oxy}methyl)-2-furonitrile | HCID 68522802 | — |
Reaktionsschritte
The crude product of the title compound was synthesized by conducting the similar reaction to that mentioned in Example 1 (1c) using 5-({[t-butyl(dimethyl)silyl]oxy}methyl)-2-furaldehyde (9.1 g, 38 mmol) [reference literature: Tetrahedron, vol. 50 (23), 6767 (1994)], hydroxylamine hydrochloride (2.9 g, 42 mmol), triethylamine (11 ml, 76 mmol) and N,N′-dicyclohexylcarbodiimide (8.6 g, 42 mmol). Subsequently, the crude product of the title compound thus obtained was purified by chromatography on a silica gel column using a mixed solvent of ethyl acetate and hexane (1:9) as the eluent to afford the title compound (7.5 g) in a yield of 84% as a colourless oily product.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US07687491B2 |
| Quelldatensatz | uspto-grants-2010_03 |
| ORD ID | ord-524ee479aa0640b28b520bf7f6768ca2 |
| Quellennotiz | uspto-grants-2010_03 |