Sodium Hydroxide → Methyl 2-amino-4,6-dimethylbenzoate

HRID 1449558Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1449558
[OH-].[Na+].[CH3:3][C:4]1[C:9]2[C:10](=[O:15])[O:11][C:12](=O)[NH:13][C:8]=2[CH:7]=[C:6]([CH3:16])[CH:5]=1>CO>[NH2:13][C:8]1[CH:7]=[C:6]([CH3:16])[CH:5]=[C:4]([CH3:3])[C:9]=1[C:10]([O:11][CH3:12])=[O:15]

Komponenten

4

Edukt 2

HCID 14798Sodium HydroxideHCID 189298545,7-Dimethyl-2H-3,1-benzoxazine-2,4(1H)-dione

Produkt 1

HCID 18929833Methyl 2-amino-4,6-dimethylbenzoateAusbeute 86 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Reaktionsbedingungen

Temperatur
60 °C

Versuchsvorschrift

To a stirred solution of sodium hydroxide (0.013 g, 0.33 mM) in methanol (1.7 mL) was added 5,7-dimethyl-2H-3,1-benzoxazine-2,4(1H)-dione (0.67 g, 3.5 mM). The mixture was heated to 60° C. and maintained at that temperature for 45 min during which vigorous gas evolution ensued and all solids dissolved completely. The solution was cooled and concentrated using a rotary evaporator. The residue was dissolved in ethyl acetate, and the ethyl acetate solution was washed with water, dried (Na2SO4), filtered and concentrated to provide the title compound (0.54 g, 86%) as a tan solid; MS(CI); 180 (M+H).

Aufarbeitung

  1. temperaturemaintained at that temperature for 45 min during which vigorous gas evolution
  2. dissolutionall solids dissolved completely
  3. temperatureThe solution was cooled
  4. concentrationconcentrated
  5. customa rotary evaporator
  6. dissolutionThe residue was dissolved in ethyl acetate
  7. washthe ethyl acetate solution was washed with water
  8. dry with materialdried (Na2SO4)
  9. filtrationfiltered
  10. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-1ad530c606aa4c9887567f0fc65e85cb
Quelldatensatz
uspto-grants-1997_02
Patentnummer
US05599814

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