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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1678578Erstellt: 25. Oktober 2026

Morpholine → [2-(Morpholin-4-yl)phenyl]methanol

https://huagongshe.com/reaction/1678578

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktMorpholineHCID 8083—
EduktPotassium CarbonateHCID 11430—
Edukto-FluorobenzaldehydeHCID 67970—
EduktSodium borohydrideHCID 4311764—
LösungsmittelMethanolHCID 887—
LösungsmittelWaterHCID 962—
LösungsmittelDimethylformamideHCID 6228—
Produkt[2-(Morpholin-4-yl)phenyl]methanolHCID 277656230%

Reaktionsbedingungen

Temperatur80 °C

Reaktionsschritte

2-Fluorobenzaldehyde (1.0 g, 8.1 mmol) was dissolved in DMF (20 mL), morpholine (2.0 mL) and potassium carbonate (1.1 g, 8.1 mmol) were added thereto, and then the mixture was stirred at 80° C. for 2 days. To the reaction solution was added water, and the reaction mixture was extracted with ethyl acetate. The extract was dried, and then concentrated under reduced pressure. The residue was purified with silica gel column chromatography (hexane/ethyl acetate=98:2 to 60:40) to give an oily matter. The resulting oily matter was dissolved in methanol (20 mL), sodium borohydride (613 mg, 16.2 mmol) was added thereto, and the mixture was stirred at room temperature for 3 hours. To the reaction solution was added water, and the reaction mixture was extracted with ethyl acetate. The extract was dried, and then concentrated under reduced pressure to give the title compound (474 mg, yield 30%).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08008525B2
Quelldatensatzuspto-grants-2011_08
ORD IDord-7a1371fc483e4f009993f81201af17eb
Quellennotizuspto-grants-2011_08