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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1724011Erstellt: 27. Oktober 2026

Diethyl Ether → 2-(1-benzyl-3-chloro-2-methyl-1H-indol-5-yl)-1,1,1,3,3,3-hexafluoro-propan-2-ol

https://huagongshe.com/reaction/1724011

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktDiethyl EtherHCID 3283—
EduktAmmonium ChlorideHCID 25517—
EduktChlorosuccinimideHCID 31398—
Edukt2-(1-benzyl-2-methyl-1H-indol-5-yl)-1,1,1,3,3,3-hexafluoro-propan-2-olHCID 11523903—
LösungsmittelAcetonitrileHCID 6342—
Produkt2-(1-benzyl-3-chloro-2-methyl-1H-indol-5-yl)-1,1,1,3,3,3-hexafluoro-propan-2-olHCID 1151004689,7%

Reaktionsschritte

To a solution of 100 mg (0.26 mmol) of 2-(1-benzyl-2-methyl-1H-indol-5-yl)-1,1,1,3,3,3-hexafluoro-propan-2-ol (example 80) in 1 mL of acetonitrile were added 25 mg (0.185 mmol) of NCS. After stirring at RT for 2 hrs, the mixture was poured into a mixture of a saturated aqueous solution of NH4Cl and Et2O. The phases were separated and the aqueous one was extracted with Et2O. The combined organic phases were dried over Na2SO4 and evaporated. Column chromatography on silica gel with n-heptane/CH2Cl2 1:3 yielded 70 mg (65%) of 2-(1-benzyl-3-chloro-2-methyl-1H-indol-5-yl)-1,1,1,3,3,3-hexafluoro-propan-2-ol, white solid, MS: 420 ((M−H−), 1Cl).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07485652B2
Quelldatensatzuspto-grants-2009_02
ORD IDord-e559b513c7df4f1ebba6d91e05c081ea
Quellennotizuspto-grants-2009_02