Potassium Carbonate → 2-[4-(6-chlorobenzoxazol-2-yloxy)phenoxy]propionic acid N-cyano-N-butylamide

HRID 235550

Reaktionsgleichung

Reaktionsgleichung von HRID 235550
[C:1]([N:3]([CH2:16][CH2:17][CH2:18][CH3:19])[C:4](=[O:15])[CH:5]([O:7][C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=1O)[CH3:6])#[N:2].Cl[C:21]1[O:22][C:23]2[CH:29]=[C:28]([Cl:30])[CH:27]=[CH:26][C:24]=2[N:25]=1.C(=O)([O-])[O-:32].[K+].[K+]>C(#N)C>[C:1]([N:3]([CH2:16][CH2:17][CH2:18][CH3:19])[C:4](=[O:15])[CH:5]([O:7][C:8]1[CH:13]=[CH:12][C:11]([O:32][C:21]2[O:22][C:23]3[CH:29]=[C:28]([Cl:30])[CH:27]=[CH:26][C:24]=3[N:25]=2)=[CH:10][CH:9]=1)[CH3:6])#[N:2]

Komponenten

5

Edukt 3

HCID 11430Potassium CarbonateHCID 771752,6-DichlorobenzoxazoleHCID 538549152-(hydroxyphenoxy)propionic acid N-cyano-N-butylamide

Produkt 1

HCID 544438442-[4-(6-chlorobenzoxazol-2-yloxy)phenoxy]propionic acid N-cyano-N-butylamide

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6342AcetonitrileLösungsmittel

Versuchsvorschrift

4.4 g (0.017 mole) of 2-(hydroxyphenoxy)propionic acid N-cyano-N-butylamide, 3.8 g (0.02 mole) of 2,6-dichlorobenzoxazole and 3.5 g (0.025 mole) of potassium carbonate are stirred in 50 ml of acetonitrile for 10 hours at room temperature. The salts are then removed by filtration and the filtrate is concentrated by evaporation. The residue is chromatographed through silica gel eluted with ethyl acetate/hexane (1:3), affording 2-[4-(6-chlorobenzoxazol-2-yloxy)phenoxy]propionic acid N-cyano-N-butylamide with a melting point of 91°-92° C.

Aufarbeitung

  1. customThe salts are then removed by filtration
  2. concentrationthe filtrate is concentrated by evaporation
  3. customThe residue is chromatographed through silica gel
  4. washeluted with ethyl acetate/hexane (1:3)

Quellen und Nachweise

ORD-Eintrag
ord-bf91bdf48a3545d9a0a0c76b2731c5c0
Quelldatensatz
uspto-grants-1987_02
Patentnummer
US04640703

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