Water → Methyl 2-amino-4,6-dimethoxybenzoate

HRID 749186Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 749186
S(OC)(O[CH3:5])(=O)=O.C(=O)([O-])[O-].[K+].[K+].[NH2:14][C:15]1[CH:23]=[C:22]([O:24][CH3:25])[CH:21]=[C:20]([O:26][CH3:27])[C:16]=1[C:17]([OH:19])=[O:18].O>CN(C)C=O>[NH2:14][C:15]1[CH:23]=[C:22]([O:24][CH3:25])[CH:21]=[C:20]([O:26][CH3:27])[C:16]=1[C:17]([O:19][CH3:5])=[O:18]

Komponenten

6

Edukt 4

HCID 962WaterHCID 6497Dimethyl SulfateHCID 11430Potassium CarbonateHCID 116584562-Amino-4,6-dimethoxybenzoic acid

Produkt 1

HCID 11550253Methyl 2-amino-4,6-dimethoxybenzoateAusbeute 77,5 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

Dimethyl sulfate (1.04 ml, 11.0 mmol) was added dropwise to a mixture of potassium carbonate (3.34 g, 24.2 mmol) and 2-amino-4,6-dimethoxybenzoic acid (2.56 g, 11.0 mmol) in dimethylformamide (70 ml) at 0° C. The reaction was stirred for 1 hour, then poured into water. The resulting precipitate was filtered, washed with water and dried in vacuo. The filtrate was extracted with ethyl acetate, and the combined organic extracts were dried (magnesium sulphate) and concentrated in vacuo. The combined solids were dried in vacuo to yield methyl 2-amino-4,6-dimethoxybenzoate (1.8 g, 77% yield) as a yellow crystalline solid:

Aufarbeitung

  1. filtrationThe resulting precipitate was filtered
  2. washwashed with water
  3. customdried in vacuo
  4. extractionThe filtrate was extracted with ethyl acetate
  5. dry with materialthe combined organic extracts were dried (magnesium sulphate)
  6. concentrationconcentrated in vacuo
  7. customThe combined solids were dried in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-14b32e1043484065b85d5420862f40b1
Quelldatensatz
uspto-grants-2008_07
Patentnummer
US07402585B2

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