反応 #63620

反応方程式

hydrogen

thiophene

ethanol

4-[4,4-bis(4-fluorophenyl)butyl]-N-(2,6-dimethyl-4-nitrophenyl)-2-(hydroxymethyl)-1-piperazineacetamide

→

N-(4-amino-2,6-dimethylphenyl)-4-[4,4-bis(4-fluorophenyl)butyl]-2-(hydroxymethyl)-1-piperazineacetamide

収率 54.0%

溶媒

methanol

反応条件

後処理

1. 1
   ろ過the catalyst was filtered off
2. 2
   その他the filtrate was evaporated
3. 3
   その他The oily residue was purified by column-chromatography over silica gel using
4. 4
   workup.ADDITIONa mixture of trichloromethane and methanol (90:10 by volume) as eluent
5. 5
   その他The pure fractions were collected
6. 6
   その他the eluent was evaporated
7. 7
   温度on cooling in a 2-propanone/CO2
8. 8
   その他The product was dried

実験手順

To 1 part of a solution of 2 parts of thiophene in 40 parts of ethanol were added 3.4 parts of 4-[4,4-bis(4-fluorophenyl)butyl]-N-(2,6-dimethyl-4-nitrophenyl)-2-(hydroxymethyl)-1-piperazineacetamide and 120 parts of methanol. The whole is 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 oily residue was purified by column-chromatography over silica gel using a mixture of trichloromethane and methanol (90:10 by volume) as eluent. The pure fractions were collected and the eluent was evaporated. The oily residue solidified on cooling in a 2-propanone/CO2 -bath. The product was dried, yielding 1.73 parts (54%) of N-(4-amino-2,6-dimethylphenyl)-4-[4,4-bis(4-fluorophenyl)butyl]-2-(hydroxymethyl)-1-piperazineacetamide; mp. 85.2° C. (compound 156).

出典