HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Tributylphosphine → Methyl(4-chloro-6-((2-methyl-6-(trifluoromethyl)pyridin-3-yl)methoxy)-1-benzothiophen-3-yl)acetate
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Tributylphosphine | HCID 13831 | — |
| Edukt | 1,1'-(Azodicarbonyl)dipiperidine | HCID 73042 | — |
| Edukt | (2-Methyl-6-(trifluoromethyl)pyridin-3-yl)methanol | HCID 2760122 | — |
| Edukt | Methyl(4-chloro-6-hydroxy-1-benzothiophen-3-yl)acetate | HCID 20770824 | — |
| Lösungsmittel | Tetrahydrofuran | HCID 8028 | — |
| Produkt | Methyl(4-chloro-6-((2-methyl-6-(trifluoromethyl)pyridin-3-yl)methoxy)-1-benzothiophen-3-yl)acetate | HCID 71721632 | 89% |
Reaktionsschritte
To a mixture of methyl(4-chloro-6-hydroxy-1-benzothiophen-3-yl)acetate (110 mg) and THF (dry) (5 mL) were added (2-methyl-6-(trifluoromethyl)pyridin-3-yl)methanol (82 mg), tri-n-butylphosphine (0.159 mL), and ADDP (130 mg) at room temperature. The mixture was stirred at room temperature for 12 h. The insoluble material was removed by filtration, and the filtrate was concentrated in vacuo. The residue was purified by silica gel column chromatography (EtOAc/hexane) to give the title compound (164 mg). The compound was crystallized from IPE-hexane.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US09238639B2 |
| Quelldatensatz | uspto-grants-2016_01 |
| ORD ID | ord-c692b59b4e41434f8b4cde10088f6389 |
| Quellennotiz | uspto-grants-2016_01 |