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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

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktWaterHCID 962—
Edukt2-ChlorothiazoleHCID 76429—
Edukt2-(2,4-Dichlorophenyl)-2-methyloxiraneHCID 19992437—
EduktButyllithiumHCID 178418339—
LösungsmittelTetrahydrofuranHCID 8028—
LösungsmittelHexaneHCID 8058—
Produkt2-(2,4-Dichlorophenyl)-1-(2-chlorothiazol-5-yl)propan-2-olHCID 1999243576,3%

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

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS05057529
Quelldatensatzuspto-grants-1991_10
ORD IDord-e746db297e514636ba9f3b517d4c3955
Quellennotizuspto-grants-1991_10