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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 629318Erstellt: 24. Oktober 2026

Diisopropylethylamine → Rac-6-bromo-2-(trans-2-hydroxycyclohexyl)isoindolin-1-one

https://huagongshe.com/de/reaction/629318

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktDiisopropylethylamineHCID 81531—
EduktSodium BicarbonateHCID 516892—
EduktCyclohexanol, 2-amino-, hydrochloride (1:1), (1R,2R)-HCID 12228412—
EduktMethyl 5-bromo-2-(bromomethyl)benzoateHCID 12929136—
LösungsmittelDimethylformamideHCID 6228—
ProduktRac-6-bromo-2-(trans-2-hydroxycyclohexyl)isoindolin-1-oneHCID 11846815943,7%

Reaktionsbedingungen

Temperatur80 °C

Reaktionsschritte

To a solution of methyl 5-bromo-2-(bromomethyl)benzoate (0.50 g) in DMF (5.00 mL) were added trans-2-aminocyclohexanol hydrochloride (0.37 g) and N-ethyldiisopropylamine (1.42 mL), and the mixture was stirred at 80° C. for 3 hr. To the reaction mixture was added 5% aqueous sodium bicarbonate, and the mixture was extracted with ethyl acetate. The organic layer was washed with saturated brine, and dried over anhydrous sodium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate/hexane) to give the title compound (0.22 g).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09315458B2
Quelldatensatzuspto-grants-2016_04
ORD IDord-23ffd78d87f04cde95c5344f099a46a1
Quellennotizuspto-grants-2016_04