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ChemicalBook CAS DataBase List 2-AMINOPHENOL-N,O-DIACETATE

2-AMINOPHENOL-N,O-DIACETATE synthesis

14synthesis methods
The synthesis of 2-AMINOPHENOL-N,O-DIACETATE is as follows:The substrate (alcohol, phenol or amine; 1.0 mmol) was treated with Ac2O (2.0 mmol) in the presence of P(4-VPH)ClO4 (50 mg) at room temperature under solvent-free conditions and magnetic stirring. After completion of the reaction as indicated by TLC, the mixture was diluted with Et2O (25 ml) and the catalyst allowed to settle down. The supernatant ethereal solution was decanted off, the catalyst washed with Et2O (2 ml) and the combined ethereal solution concentrated under vacuum to afford the product, identical(mp, IR, 1H and 13C NMR, and GC-MS) to an authentic sample of acetylated product. The recovered catalyst was dried at 50 °C under vacuum for 2 h. The recovered catalyst, after drying, was reused for four more consecutive acetylation reactions of benzyl alcohol (1.0 mmol) affording 96, 96, 94, and 94% yields.
synthesis of 2-AMINOPHENOL-N,O-DIACETATE.png
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Yield:5467-64-1 99.1%

Reaction Conditions:

with sulfuric acid in methanol; for 4 h;Reflux;Large scale;Concentration;

Steps:

2.1 preparation of 2-acetamidophenyl acetate

Take 2-aminophenol (110kg),Acetic anhydride (225 kg),Methanol 410kg,11 liters of concentrated sulfuric acid,Reflux reaction 4h. After the reaction,Methanol recovery under reduced pressure,Cool to room temperature,To the reaction system was added saturated sodium bicarbonate solution was adjusted to pH9-10,410kg ethyl acetate extraction,Washed to neutral,Dried over anhydrous sodium sulfate,filter,The solvent was recovered under reduced pressure,Had a light yellow solid 191.5kg,Yield 99.1%.

References:

CN106995366,2017,A Location in patent:Paragraph 0016; 0018