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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 221922Erstellt: 25. Oktober 2026

Ethanol → (3-Bromo-4-methylphenyl)-(2,2-diethoxyethyl)-amine

https://huagongshe.com/reaction/221922

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktEthanolHCID 702—
EduktTriethylamineHCID 8471—
EduktEthane, 2-bromo-1,1-diethoxy-HCID 74852—
EduktBenzenamine, 3-bromo-4-methyl-HCID 82187—
LösungsmittelWaterHCID 962—
Produkt(3-Bromo-4-methylphenyl)-(2,2-diethoxyethyl)-amineHCID 5948881380,1%

Reaktionsbedingungen

Temperatur150 °C

Reaktionsschritte

Under a nitrogen stream, a mixture of 3-bromo-4-methyl-phenylamine (4.94 g, 26.55 mmol), bromoacetaldehyde diethyl acetal (6.80 g, 34.50 mmol), triethylamine (5.37 mL, 38.53 mmol) and ethanol (10.3 mL) was stirred for 2 hours at 150° C. using a microwave apparatus. The resultant solution was cooled to room temperature, and then water was added thereto. The resultant mixture was extracted with dichloromethane. The organic layer was dried over anhydrous magnesium sulfate, and then concentrated under reduced pressure. The resulting residue was purified by silica gel flash column chromatography (developing solution=ethyl acetate:n-hexane (1:10)), to thereby obtain the titled compound (6.43 g, 80%).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08207134B2
Quelldatensatzuspto-grants-2012_06
ORD IDord-1c17dcd5465d4098b149d97cecfc02db
Quellennotizuspto-grants-2012_06