Réaction #76425

Équation de réaction

Nitric acid

methyl (4-hydroxyphenyl)acetate

methyl(4-hydroxyphenyl)acetate

→

desired product

methyl(4-hydroxy-3-nitrophenyl)acetate

Solvants

acetic acid

Conditions de réaction

Traitement

1. 1
   Températuremaintaining
2. 2
   Autrethe temperature of the reaction below 15° C. by external cooling
3. 3
   Autre(An induction period was observed for this reaction
4. 4
   Autrethe mixture was carefully quenched into water (21) with vigorous stirring
5. 5
   AutreAn emulsion formed which
6. 6
   Autresubsequently crystallised
7. 7
   FiltrationAfter filtration
8. 8
   Lavagewashing with water
9. 9
   Autredrying

Mode opératoire

Nitric acid (69% by weight, 16M, 20 ml) was added dropwise to a solution of methyl (4-hydroxyphenyl)acetate [from step 2] (50.0 g, 0.3 mole) in acetic acid (500 ml), maintaining the temperature of the reaction below 15° C. by external cooling. (An induction period was observed for this reaction.) Once gas chromatographic analysis had confirmed that the reaction was complete, the mixture was carefully quenched into water (21) with vigorous stirring. An emulsion formed which subsequently crystallised. After filtration, washing with water and drying, the desired product was obtained as a yellow powder.

Source