HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Toluene → HCID 178469205, Verbindung
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Toluene | HCID 1140 | — |
| Edukt | Triphenylphosphine | HCID 11776 | — |
| Edukt | Diisopropyl diazene-1,2-dicarboxylate | HCID 75555 | — |
| Edukt | 4-Phenylcyclohexanol | HCID 79497 | — |
| Edukt | Ethyl 1-((6-hydroxynaphthalen-2-yl)methyl)piperidine-4-carboxylate | HCID 68279222 | — |
| Produkt | HCID 178469205 | HCID 178469205 | 50% |
Reaktionsschritte
A mixture of 1-(6-hydroxy-naphthalen-2-ylmethyl)-piperidine-4-carboxylic acid ethyl ester (0.400 g, 1.28 mmol), 4-phenyl-cyclohexanol (0.2479 g, 1.406 mmol) and triphenylphosphine (0.6695 g, 2.553 mmol) in toluene (5 mL, 40 mmol) was stirred for 20 min, then diisopropyl azodicarboxylate (0.32 mL, 1.5 mmol) was added dropwise at 0° C. The solution was stirred at reflux overnight. The reaction was added silica gel and the solvent was concentrated. The residue was purified with silica gel eluted with EtOAc in hexanes from 0 to 20% to give product as an oil (0.3 g, 50%). LCMS: Rt=1.75 min, m/z=472.45 [M+H].
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US09340527B2 |
| Quelldatensatz | uspto-grants-2016_05 |
| ORD ID | ord-5f1015eb4a024fe496a210a4adf75146 |
| Quellennotiz | uspto-grants-2016_05 |