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HRID 9344Erstellt: 24. Oktober 2026
Triphenylphosphine → {4-[3,3-Bis-(4-pyridin-3-yl-phenyl)-allylsulfanyl]-2-trifluoromethyl-phenoxy}-acetic acid ethyl ester
https://huagongshe.com/de/reaction/9344
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Triphenylphosphine | HCID 11776 | — |
| Edukt | 1,1'-(Azodicarbonyl)dipiperidine | HCID 73042 | — |
| Edukt | 3,3-Bis-(4-pyridin-3-yl-phenyl)-prop-2-en-1-ol | HCID 21986819 | — |
| Edukt | Ethyl [4-sulfanyl-2-(trifluoromethyl)phenoxy]acetate | HCID 59516001 | — |
| Lösungsmittel | Tetrahydrofuran | HCID 8028 | — |
| Produkt | {4-[3,3-Bis-(4-pyridin-3-yl-phenyl)-allylsulfanyl]-2-trifluoromethyl-phenoxy}-acetic acid ethyl ester | HCID 69620630 | — |
Reaktionsschritte
Triphenylphosphine (138 mg, 0.68 mmol) and ADDP (173 mg, 0.68 mmol) were added to a solution of 3,3-bis-(4-pyridin-3-yl-phenyl)-prop-2-en-1-ol (100 mg, 0.27 mmol) in THF (5 ml) at 0° C. The reaction mixture was stirred for 5 min under nitrogen atmosphere. (4-Mercapto-2-trifluoromethyl-phenoxy)-acetic acid ethyl ester (prepared analogous to procedure in BioOrg. Med. Chem. Lett. 2003, 13, 1517) (92 mg, 0.32 mmol) was slowly added to the reaction mixture and the reaction was stirred for further 2 h at 0° C. The reaction mixture was evaporated and the residue was triturated with ether (2×15 ml). The filtered ether phases were evaporated and purified by column chromatography (eluent: ethyl acetate) to give {4-[3,3-bis-(4-pyridin-3-yl-phenyl)-allylsulfanyl]-2-trifluoromethyl-phenoxy}-acetic acid ethyl ester in 100 mg (60%) yield.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US07091245B2 |
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| Quelldatensatz | uspto-grants-2006_08 |
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| ORD ID | ord-c5ebe0b0aed846cc89d4466e7663f9a1 |
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| Quellennotiz | uspto-grants-2006_08 |
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