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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 338420Erstellt: 24. Oktober 2026

4-Methylmorpholine → 2-(4-bromophenoxy)-N-methylacetamide

https://huagongshe.com/de/reaction/338420

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt4-MethylmorpholineHCID 7972—
Edukt1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 15908—
Eduktp-Bromophenoxyacetic acidHCID 74657—
Edukt1-HydroxybenzotriazoleHCID 75771—
EduktMethylamine hydrochlorideHCID 6364545—
LösungsmittelDimethylformamideHCID 6228—
Produkt2-(4-bromophenoxy)-N-methylacetamideHCID 7535023113,2%

Reaktionsschritte

To a solution of (4-bromophenoxy)acetic acid (500 mg, 2.10 mmol) in N,N-dimethylformamide (15 mL) was added methylamine hydrochloride (320 mg, 5.10 mmol), (1-(3-dimethylaminopropyl)-3-ethylcarbodiimide (570 mg, 3.00 mmol), 1-hydroxybenzotriazole (400 mg, 3.00 mmol) and N-methyl-morpholine (600 mg, 6.00 mmol). The mixture was stirred at room temperature overnight. The reaction was quenched with water (20 mL), and then washed three times with ethyl acetate (20 mL). The combined organics was dried and concentrated to give the title compound (580 mg, 90% yield) that was used without further purification. 1H NMR (400 MHz, CDCl3) δ 7.45 (d, 2H), 6.79 (d, 2H), 6.56 (s, 1H), 4.46 (s, 2H), 2.91 (d, 3H).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08889730B2
Quelldatensatzuspto-grants-2014_11
ORD IDord-24e449bf88fa4f22b940526ed0d53eca
Quellennotizuspto-grants-2014_11