Réaction #42461

Équation de réaction

methyl 4-hydroxy-3-nitrobenzoate

iodine monochloride

water

→

title compound

Methyl 4-hydroxy-3-iodo-5-nitrobenzoate

Solvants

acetic acid

acetic acid

Conditions de réaction

Traitement

1. 1
   TempératureAfter cooling to room temperature
2. 2
   workup.STIRRINGstirred for 30 min
3. 3
   FiltrationThe mixture was filtered
4. 4
   Lavagewashed with water and hexanes
5. 5
   FiltrationThe yellow powder was collected by filtration
6. 6
   Autredried in vacuum oven overnight

Mode opératoire

To a solution of methyl 4-hydroxy-3-nitrobenzoate (2.0 g) in acetic acid (15 mL) was added iodine monochloride (1.65 mg) in acetic acid, and the mixture was stirred at 100° C. for 1.5 h. After cooling to room temperature, the mixture was poured into water (200 mL), and stirred for 30 min. The mixture was filtered and washed with water and hexanes. The yellow powder was collected by filtration and dried in vacuum oven overnight to give 2.99 g of the title compound: 1H NMR (300 MHz, CDCl3) δ 11.68, 8.81, 8.72, 3.96.

Source