Sodium Hydroxide → Methyl 2-amino-3-methoxybenzoate

HRID 1186091Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1186091
[CH3:1][O:2][C:3]1[C:8]2[NH:9][C:10](=O)[O:11][C:12](=[O:13])[C:7]=2[CH:6]=[CH:5][CH:4]=1.[OH-].[Na+]>CO.C(OCC)(=O)C>[NH2:9][C:8]1[C:3]([O:2][CH3:1])=[CH:4][CH:5]=[CH:6][C:7]=1[C:12]([O:11][CH3:10])=[O:13]

Komponenten

5

Edukt 2

HCID 14798Sodium HydroxideHCID 105596798-Methoxy-1H-benzo[d][1,3]oxazine-2,4-dione

Produkt 1

HCID 602320Methyl 2-amino-3-methoxybenzoateAusbeute 101 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 887MethanolLösungsmittelHCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

To 8-methoxy-1H-benzo[d][1,3]oxazine-2,4-dione (0.8 g, 4.1 mmol) in anhydrous methanol (25 mL), was added sodium hydroxide (0.24 g, 4.1 mmol) and the mixture was heated to reflux for 2 hours. The solution was cooled, diluted with ethyl acetate, washed with water, saturated sodium bicarbonate, then brine, and dried with sodium sulfate. It was filtered and concentrated to yield methyl 2-amino-3-methoxybenzoate (750 mg, 100%).

Aufarbeitung

  1. temperaturethe mixture was heated
  2. temperatureto reflux for 2 hours
  3. temperatureThe solution was cooled
  4. washwashed with water, saturated sodium bicarbonate
  5. dry with materialbrine, and dried with sodium sulfate
  6. filtrationIt was filtered
  7. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-8f957ffe94ac44e29d0f38114cd328ba
Quelldatensatz
uspto-grants-2014_03
Patentnummer
US08673897B2

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