반응 #45022

반응 방정식

tert-butyl 4-(5-formylthien-2-yl)piperazine-1-carboxylate

sodium hydroxide

→

5-[4-[(2-methylpropan-2-yl)oxycarbonyl]piperazin-1-yl]thiophene-2-carboxylic acid

수율 71.0%

용매

ethanol

water

반응 조건

후처리

1. 1
   온도The mixture was cooled by the addition of ice
2. 2
   여과filtered
3. 3
   기타to remove silver salts
4. 4
   기타The filtrate was carefully evaporated
5. 5
   기타to remove the ethanol
6. 6
   여과the resulting aqueous solution was filtered again through a glass-fibre pad
7. 7
   기타to remove tarry material
8. 8
   workup.ADDITIONThe filtrate was then diluted with water to a total volume of 400 ml
9. 9
   여과The precipitate was filtered off
10. 10
    세척washed with water
11. 11
    기타dried in a vacuum oven at 45° C. overnight

실험 절차

A solution of tert-butyl 4-(5-formylthien-2-yl)piperazine-1-carboxylate (2.5 1 g, 8.50 mmol) in ethanol (85 ml) was added in one portion to a solution of silver (I) nitrate (10.0 g, 58.8 mmol) and sodium hydroxide (4.83 g, 120.6 mmol) in water (85 ml). This mixture was stirred and heated at 65° C. for 22 h. The mixture was cooled by the addition of ice and then filtered to remove silver salts. The filtrate was carefully evaporated to remove the ethanol and the resulting aqueous solution was filtered again through a glass-fibre pad to remove tarry material. The filtrate was then diluted with water to a total volume of 400 ml and then acidified to pH 5 with acetic acid. The precipitate was filtered off, washed with water and then dried in a vacuum oven at 45° C. overnight to give 5-[4-[(2-methylpropan-2-yl)oxycarbonyl]piperazin-1-yl]thiophene-2-carboxylic acid (1.88 g, 71%).

출처