Methylamine → HCID 8180193, Verbindung

HRID 1782030

Reaktionsgleichung

Reaktionsgleichung von HRID 1782030
[CH3:1][O:2][C:3]1[CH:8]=[C:7]([O:9][CH3:10])[CH:6]=[CH:5][C:4]=1[CH2:11][C:12]([OH:14])=O.C1N=C[N:17](C(N2C=NC=C2)=O)[CH:16]=1.CN.C(OCC)(=O)C>CN(C=O)C.O>[CH3:1][O:2][C:3]1[CH:8]=[C:7]([O:9][CH3:10])[CH:6]=[CH:5][C:4]=1[CH2:11][C:12]([NH:17][CH3:16])=[O:14]

Komponenten

7

Edukt 4

HCID 6329MethylamineHCID 8857Ethyl AcetateHCID 682631,1'-CarbonyldiimidazoleHCID 3505552-(2,4-Dimethoxyphenyl)acetic acid

Produkt 1

HCID 8180193HCID 8180193, VerbindungAusbeute 73,3 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

A mixture of (2,4-dimethoxyphenyl)acetic acid (577 mg, 3.0 mmol) and N,N-carbonyldiimidazole (608 mg, 3.75 mmol) in DMF (10 mL) was stirred at room temperature for 45 min, aqueous 40% methyl amine (4.5 mL) was added and the reaction mixture was stirred at room temperature over the week-end. The reaction mixture was is partitoned between ethyl acetate and H2O. The organic layer was dried over Na2SO4, filtered and concentrated. The residue was purified by silica gel flash chromatography (0-80% ethyl acetate in petroleum spirit) to give the subtitled compound (460 mg).

Aufarbeitung

  1. stirringthe reaction mixture was stirred at room temperature over the week-end
  2. dry with materialThe organic layer was dried over Na2SO4
  3. filtrationfiltered
  4. concentrationconcentrated
  5. customThe residue was purified by silica gel flash chromatography (0-80% ethyl acetate in petroleum spirit)

Quellen und Nachweise

ORD-Eintrag
ord-ef69b6f7495e473da852aa96bc95b40c
Quelldatensatz
uspto-grants-2009_03
Patentnummer
US07498338B2

Verknüpfte Notizen

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