反应 #50656

反应方程式

1-aminopyrrole

carbobenzyloxyglycine

→

product

收率 18.8%

Phenylmethyl-[2-oxo-2-(1H-pyrrol-1-ylamino)ethyl]carbamate

收率 18.8%

溶剂

DCM

dimethylformamide

反应条件

后处理

1. 1
   其他The precipitate was removed by filtration
2. 2
   workup.STIRRINGstirred
3. 3
   过滤The mixture was filtered
4. 4
   其他evaporated to dryness
5. 5
   其他The residue was purified by flash column chromatography (silica gel, DCM/methanol 20:1)
6. 6
   其他yielding a first fraction (2.97 g) which
7. 7
   其他A second fraction recrystallized from ethyl acetate

实验过程

To a solution of 1-aminopyrrole (2.46 g) and carbobenzyloxyglycine (6.28 g) in 120 ml of dry DCM and 10 ml of dry dimethylformamide was added DDC (8.00 g). The reaction mixture was stirred at room temperature over a period of 64 hours. The precipitate was removed by filtration and stirred in boiling ethyl acetate. The mixture was filtered and the filtrate was combined with the filtrate of the reaction mixture and evaporated to dryness. The residue was purified by flash column chromatography (silica gel, DCM/methanol 20:1) yielding a first fraction (2.97 g) which was contaminated by DCU. A second fraction recrystallized from ethyl acetate afforded 1.54 g of the product as crystals, m.p. 146°-147° C.

来源