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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 433922Erstellt: 23. Oktober 2026

Dimethylamine → 1-(Dimethylamino)-3-(4-nitrophenoxy)propan-2-ol

https://huagongshe.com/de/reaction/433922

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktDimethylamineHCID 674—
Edukt2-((4-Nitrophenoxy)methyl)oxiraneHCID 21327—
LösungsmittelMethanolHCID 887—
LösungsmittelDimethylformamideHCID 6228—
Produkt1-(Dimethylamino)-3-(4-nitrophenoxy)propan-2-olHCID 3132044—

Reaktionsschritte

1-(4-Nitrophenoxy)-2,3-epoxypropane (Reference Example 1-B, 4.3 g) was dissolved in methanol (30 ml) and DMF (10 ml). Dimethylamine (2M solution in methanol, 17 ml) was added and the mixture was stirred at ambient temperature overnight. The reaction mixture was evaporated to dryness and the residue was dissolved in saturated sodium bicarbonate solution and ethyl acetate. The ethyl acetate layer was separated and washed twice with saturated brine, dried over anhydrous sodium sulphate, filtered and evaporated to yield an oil that slowly crystallised under high vacuum (4.79 g, 89.9%). NMR: (CDCl3, 300 MHz) 2.33 (s, 6H), 2.98 (m, 1H), 2.54 (m, 1H), 4.00 (m,3 H), 7.00 (d, 2H), 8.20 (d, 2H); M.S.: (ES+) 241 (MH+).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06670368B1
Quelldatensatzuspto-grants-2003_12
ORD IDord-509b8155b009482dbfc7f082a7050417
Quellennotizuspto-grants-2003_12