HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 345430Erstellt: 23. Oktober 2026
Water → 2-(2,4-Dichlorophenyl)-1-(2-chlorothiazol-5-yl)propan-2-ol
https://huagongshe.com/de/reaction/345430
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Water | HCID 962 | — |
| Edukt | 2-Chlorothiazole | HCID 76429 | — |
| Edukt | 2-(2,4-Dichlorophenyl)-2-methyloxirane | HCID 19992437 | — |
| Edukt | Butyllithium | HCID 178418339 | — |
| Lösungsmittel | Tetrahydrofuran | HCID 8028 | — |
| Lösungsmittel | Hexane | HCID 8058 | — |
| Produkt | 2-(2,4-Dichlorophenyl)-1-(2-chlorothiazol-5-yl)propan-2-ol | HCID 19992435 | 76,3% |
Reaktionsschritte
Butyl lithium (2.5 M, 12.5 ml) in hexane was added to a solution of 2-chlorothiazole (3.6 g, 30 mmol) in tetrahydrofuran (100 ml) at -78° C. under an atmosphere of nitrogen. After 10 minutes, a solution of 2-(2,4-dichlorophenyl)-2-methyloxirane (5.4 g, 26 mmol) in tetrahydrofuran (40 ml) was added and the mixture was slowly allowed to warm to room temperature and then stirred for a further 3 hours. Water was added and the tetrahydrofuran was then evaporated under reduced pressure. The residue was extracted with ethyl acetate (2×300 ml) and the combined organic extract was washed with saturated sodium chloride solution and then dried. Flash chromatography of the residue on a silica gel column using ethyl acetate-petroleum ether as eluant gave 2-(2,4-dichlorophenyl)-1-(2-chlorothiazol-5-yl)-propan-2-ol (6.4 g) as a white solid, m.pt. 164° C.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US05057529 |
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| Quelldatensatz | uspto-grants-1991_10 |
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| ORD ID | ord-e746db297e514636ba9f3b517d4c3955 |
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| Quellennotiz | uspto-grants-1991_10 |
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