Réaction #76447

Équation de réaction

4-Fluoro-3-nitrophenylacetic acid

sulfuric acid

methanol

→

methyl 4-fluoro-3-nitrophenylacetate

Conditions de réaction

Traitement

1. 1
   AutreMost of the solvent was removed in vacuo
2. 2
   Autrethe residue was partitioned between diethyl ether and water
3. 3
   LavageThe organic phase was washed with saturated aqueous sodium bicarbonate solution and brine
4. 4
   Séchagedried over anhydrous magnesium sulfate
5. 5
   Filtrationfiltered
6. 6
   Autrethe filtrate was evaporated in vacuo

Mode opératoire

4-Fluoro-3-nitrophenylacetic acid (31.0 g, 0.156 mol) was added to a mixture of concentrated sulfuric acid (1.6 ml) and methanol (160 ml) and the mixture was stirred for 3 days at room temperature. Most of the solvent was removed in vacuo and the residue was partitioned between diethyl ether and water. The organic phase was washed with saturated aqueous sodium bicarbonate solution and brine, dried over anhydrous magnesium sulfate, filtered and the filtrate was evaporated in vacuo to give methyl 4-fluoro-3-nitrophenylacetate (27.2 g) as a yellow oil.

Source