Reacción #980696

Ecuación de reacción

acetylsalicylic acid chloride

N,N-dimethylhydroxylamine hydrochloride

triethylamine

→

2-(N,N-dimethylaminooxycarbonyl)phenol

Disolventes

methylene chloride

Condiciones de reacción

Tratamiento posterior

1. 1
   workup.ADDITIONAfter completion of addition
2. 2
   workup.STIRRINGstirring
3. 3
   LavadoThe reaction mixture was washed with a 0.5N hydrochloric acid
4. 4
   Secadotwice with water, and dried over anhydrous magnesium sulfate
5. 5
   OtroThe solvent was removed under reduced pressure
6. 6
   Otrothe residue obtained

Procedimiento

6.00 Grams of acetylsalicylic acid chloride was dissolved in 70 ml of methylene chloride, and 7.37 g of N,N-dimethylhydroxylamine hydrochloride was added. Then, 9.16 of triethylamine was added dropwise thereto with stirring at room temperature. After completion of addition, stirring was carried out at room temperature for further 6 hours. The reaction mixture was washed with a 0.5N hydrochloric acid and then twice with water, and dried over anhydrous magnesium sulfate. The solvent was removed under reduced pressure, and the residue obtained was subjected to column chromatography to obtain 3.10 g of 2-(N,N-dimethylaminooxycarbonyl)phenol.

Fuente