Methanol → Methyl 2-amino-3,5-dichlorobenzoate

HRID 623277

Reaktionsgleichung

Reaktionsgleichung von HRID 623277
[NH2:1][C:2]1[C:10]([Cl:11])=[CH:9][C:8]([Cl:12])=[CH:7][C:3]=1[C:4]([OH:6])=[O:5].S(=O)(=O)(O)O.[CH3:18]O>>[CH3:18][O:5][C:4](=[O:6])[C:3]1[CH:7]=[C:8]([Cl:12])[CH:9]=[C:10]([Cl:11])[C:2]=1[NH2:1]

Komponenten

4

Edukt 3

HCID 887MethanolHCID 1118Sulfuric Acid2×HCID 760363,5-Dichloroanthranilic acid

Produkt 1

HCID 613050Methyl 2-amino-3,5-dichlorobenzoateAusbeute 78,6 %

Reaktionsbedingungen

Temperatur
64 °C

Versuchsvorschrift

To a 500 mL round-bottom flask, 0.2 mol of 2-amino-3,5-dichlorobenzoic acid having a structural formula of IV-4, 300 mL of methanol, and 5 mL of concentrated sulfuric acid were added, heated to 64° C. and reacted for 12 hours (into which 3 mL of concentrated sulfuric acid was added twice), after cooling most of the solvent was removed under reduced pressure, and 300 mL of water was added, the pH was adjusted to 9-10 with a saturated sodium hydroxide solution, extracted with 200 mL of ethyl acetate, washed with water for one time, dried over anhydrous sodium sulfate, filtered and the solvent was remove to obtain a crude product, 34.6 grams of 2-amino-3,5-dichlorobenzoic acid methyl ester having a structure as shown by VIII-1 was obtained by column chromatography, and the yield was 78.6%;

Aufarbeitung

  1. additionwas added twice),
  2. temperatureafter cooling most of the solvent
  3. customwas removed under reduced pressure, and 300 mL of water
  4. additionwas added
  5. extractionextracted with 200 mL of ethyl acetate
  6. washwashed with water for one time
  7. dry with materialdried over anhydrous sodium sulfate
  8. filtrationfiltered
  9. customthe solvent was remove

Quellen und Nachweise

ORD-Eintrag
ord-215dc61984c343fa8353c7f55196dbf9
Quelldatensatz
uspto-grants-2016_04
Patentnummer
US09301529B2

Verknüpfte Notizen

Wird geladen…