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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 23203Erstellt: 24. Oktober 2026

Toluene → Dichloromethane methanol ammonium hydroxide

https://huagongshe.com/de/reaction/23203

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktTolueneHCID 1140—
EduktDichloromethaneHCID 6344—
EduktEthyl oxoacetateHCID 70211—
EduktSodium triacetoxyborohydrideHCID 5049666—
EduktN-(1,3-benzodioxol-5-ylmethyl)-N-methyl-1,3-propanediamineHCID 22488891—
ProduktDichloromethane methanol ammonium hydroxideHCID 21896990—
Produkt2-[[3-[(1,3-Benzodioxol-5-ylmethyl)amino]propyl]amino]acetic acid ethyl esterHCID 69742407—

Reaktionsschritte

To N-(1,3-benzodioxol-5-ylmethyl)-N-methyl-1,3-propanediamine (33 g, 0.15 mol) in CH2Cl2 (500 mL) was added ethyl glyoxalate (30 mL of a 50% toluene solution, 0.15 mol) and sodium triacetoxyborohydride (40 g, 0.19 mol). After stirring for 4 hours, the reaction was washed with aqueous potassium carbonate and the solvent removed in vacuo. Chromatography on silica with CH2Cl2/MeOH/ammonium hydroxide gave 14 g of 2-[[3-[(1,3-benzodioxol-5-ylmethyl)amino]propyl]amino]acetic acid ethyl ester, a compound of formula (Y10).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06849739B2
Quelldatensatzuspto-grants-2005_02
ORD IDord-47af93b00e774df4bf87003cb99adca8
Quellennotizuspto-grants-2005_02