Reaktion #63602

Reaktionsgleichung

thiophene

ethanol

2-chloro-N-(2-methyl-4-nitrophenyl)acetamide

hydrogen

→

N-(4-amino-2-methylphenyl)-2-chloroacetamide

Ausbeute 92.0%

Lösungsmittel

methanol

Reaktionsbedingungen

Aufarbeitung

1. 1
   Filtrationthe catalyst was filtered off
2. 2
   Sonstigethe filtrate was evaporated
3. 3
   SonstigeThe solid residue was purified by column-chromatography over silica gel using
4. 4
   workup.ADDITIONa mixture of trichloromethane and methanol (95:5 by volume) as eluent
5. 5
   SonstigeThe pure fractions were collected
6. 6
   Sonstigethe eluent was evaporated
7. 7
   FiltrationThe product was filtered off
8. 8
   Sonstigedried

Vorschrift

To 1 part of a solution of 2 parts of thiophene in 40 parts of ethanol were added 15 parts of 2-chloro-N-(2-methyl-4-nitrophenyl)acetamide and 400 parts of methanol. The whole was hydrogenated at normal pressure and at room temperature with 2 parts of platinum-on-charcoal catalyst 5%. After the calculated amount of hydrogen was taken up, the catalyst was filtered off and the filtrate was evaporated. The solid residue was purified by column-chromatography over silica gel using a mixture of trichloromethane and methanol (95:5 by volume) as eluent. The pure fractions were collected and the eluent was evaporated. The residue was suspended in 2,2'-oxybispropane. The product was filtered off and dried, yielding 12 parts (92%)of N-(4-amino-2-methylphenyl)-2-chloroacetamide (intermediate 70).

Quelle