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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 40905Erstellt: 23. Oktober 2026

Butyric Acid → N-Methoxy-N-methylbutyramide

https://huagongshe.com/de/reaction/40905

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktButyric AcidHCID 264—
EduktMethanamine, N-methoxy-, hydrochloride (1:1)HCID 81138—
EduktBenzotriazol-1-yloxy-tris(dimethylamino)phosphonium hexafluorophosphateHCID 151348—
LösungsmittelDichloromethaneHCID 6344—
ProduktN-Methoxy-N-methylbutyramideHCID 1370454388,2%

Reaktionsschritte

To a mixture of butanoic acid (1.01 g, 0.0115 mol) and N,O-dimethylhydroxylamine hydrochloride (1.12 g, 0.0115 mol) in DCM (50 mL) was added benzotriazol-1-yloxytris(dimethylamino)-phosphonium hexafluorophosphate (5.6 g, 0.013 mol) and TEA (3.2 mL, 0.023 mol). The mixture was stirred overnight at room temperature. The solution was then washed with water and brine, dried over sodium sulfate, and concentrated in vacuo. The crude product was purified by flash column chromatography (ether/hexanes). The solvent was removed (235 mbar/40° C.) to afford the product (1.33 g, 88%). 1H NMR (300 MHz, CDCl3): δ □3.68 (s, 3H), 3.18 (s, 3H), 2.40 (t, 2H), 1.74-1.59 (m, 2H), 0.96 (t, 3H).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08530485B2
Quelldatensatzuspto-grants-2013_09
ORD IDord-422690503fe34e8f85feb6f1a48e40d8
Quellennotizuspto-grants-2013_09