反応 #43389

反応方程式

tetrahydro-pyrrolo[1,2-a]imidazole-2,5-dione

K2CO3

Iodobenzene

Ethyl acetate

→

title compound

収率 11.7%

1-Phenyl-tetrahydro-1H-pyrrolo[1,2-a]imidazole-2,5-dione

収率 11.7%

溶媒

N-methylpyrrolidone

反応条件

後処理

1. 1
   温度The suspension was heated in a microwave apparatus (250 Watt) for 45 min
2. 2
   ろ過the solid was filtered
3. 3
   洗浄The organic phase was washed with water
4. 4
   抽出the aqueous phase was re-extracted with CH2Cl2
5. 5
   乾燥dried over Na2SO4
6. 6
   ろ過filtered
7. 7
   濃縮concentrated to dryness
8. 8
   その他The residue was triturated with isopropyl ether
9. 9
   ろ過The solid was filtered
10. 10
    その他triturated with water
11. 11
    ろ過filtered

実験手順

To a solution of tetrahydro-pyrrolo[1,2-a]imidazole-2,5-dione (1 g, 7.14 mmol; prepared as described in J. Med. Chem. 36, 4214-4220, 1994,) in N-methylpyrrolidone (NMP, 12 cc), CuI (0.2 g, 1.05 mmol), K2CO3 (1 g, 7.14 mmol) and Iodobenzene (5 g, 24.5 mmol) were added under stirring. The suspension was heated in a microwave apparatus (250 Watt) for 45 min. Ethyl acetate was added to the suspension and the solid was filtered. The organic phase was washed with water and the aqueous phase was re-extracted with CH2Cl2. The organic phases were gathered and dried over Na2SO4, filtered and concentrated to dryness. The residue was triturated with isopropyl ether. The solid was filtered, triturated with water and filtered to yield 0.18 g of the title compound, mp=185-188° C.

出典