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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1887084Erstellt: 26. Oktober 2026

Sodium Hydroxide → 6-Methoxy-4-(4,4,4-trifluoro-butyl)-isoquinoline

https://huagongshe.com/reaction/1887084

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktSodium HydroxideHCID 14798—
EduktSodium peroxideHCID 14803—
Edukt1,1,1-Trifluoro-4-iodobutaneHCID 2775189—
Edukt6-MethoxyisoquinolineHCID 11040978—
LösungsmittelDichloromethaneHCID 6344—
LösungsmittelTetrahydrofuranHCID 8028—
Produkt6-Methoxy-4-(4,4,4-trifluoro-butyl)-isoquinolineHCID 5764705330,4%

Reaktionsschritte

2 g 6-Methoxy-isoquinoline were dissolved in 25 mL of dry tetrahydrofuran. 12.56 mL of a 1 M solution of potassium triethyl borohydrate were added dropwise. The solution was allowed to stir at room temperature for 2 h, then 3.29 g of 4,4,4-Trifluoro-1-iodobutane were added dropwise. The solution was allowed to stir overnight, then 32 mL of 1 M sodium hydroxide and 12 mL of sodium peroxide solution (35%) were added. Stirring was continued for another 3 hrs, then the solution was diluted with dichloromethane, extracted with water and brine and the organic layer was dried over sodium sulfate and evaporated to dryness. Silica gel chromatography yields 1.03 g of the desired product.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08501736B2
Quelldatensatzuspto-grants-2013_08
ORD IDord-29883f5c8b724d75a0ec52f1d692cc11
Quellennotizuspto-grants-2013_08