Hydroxyamine hydrochloride → 2-(2-Ethyl-[1,3]dioxolan-2-yl)-2-fluoro-N-hydroxyacetamide

HRID 1096808Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1096808
C[O:2][C:3](=O)[CH:4]([F:12])[C:5]1([CH2:10][CH3:11])[O:9][CH2:8][CH2:7][O:6]1.Cl.[NH2:15][OH:16].CO[Na]>N1C=CC=CC=1>[CH2:10]([C:5]1([CH:4]([F:12])[C:3]([NH:15][OH:16])=[O:2])[O:9][CH2:8][CH2:7][O:6]1)[CH3:11]

Komponenten

5

Edukt 3

HCID 443297Hydroxyamine hydrochlorideHCID 866370542-(2-Ethyl-[1,3]dioxolan-2-yl)fluoroacetic acid methyl esterHCID 178418582HCID 178418582, Verbindung

Produkt 1

HCID 866370552-(2-Ethyl-[1,3]dioxolan-2-yl)-2-fluoro-N-hydroxyacetamideAusbeute 40 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1049PyridineLösungsmittel2×

Versuchsvorschrift

A mixture of 2-(2-ethyl-[1,3]dioxolan-2-yl)fluoroacetic acid methyl ester (1.50 g, 7.80 mmol) and hydroxylamine hydrochloride (1.07 g, 15.6 mmol) were dissolved in pyridine (8 mL). MeONa (30% in MeOH, 3.94 mL, 15.6 mmol) was dropped slowly over 15 min. More pyridine (8 mL) was added. The mixture was stirred for 30 min, then filtered. AcOH (1 mL) was added to the filtrate. The mixture was stirred for 5 min, then the solvents were removed under reduced pressure. Purification by FC (MeOH/CH2Cl2 1:10) yielded the title compound (502 mg, 40%).

Aufarbeitung

  1. filtrationfiltered
  2. additionAcOH (1 mL) was added to the filtrate
  3. stirringThe mixture was stirred for 5 min
  4. customthe solvents were removed under reduced pressure
  5. customPurification by FC (MeOH/CH2Cl2 1:10)

Quellen und Nachweise

ORD-Eintrag
ord-9c96e272269d434490d0cc1ca0de0521
Quelldatensatz
uspto-grants-2012_03
Patentnummer
US08138340B2

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