反応 #8253

反応方程式

sodium bicarbonate

Pyridine

5-Amino-2-(4-methylimidazol-1-yl)fluorobenzene

benzyl chloroformate

→

title product

収率 92.9%

5-Benzyloxycarbonylamino-2-(4-methylimidazol-1-yl)fluorobenzene

収率 92.9%

溶媒

dichloromethane

反応条件

後処理

1. 1
   温度cooled to −5°
2. 2
   その他the organic layer separated
3. 3
   抽出the aqueous layer re-extracted with dichloromethane (2×200 ml)
4. 4
   乾燥combined organics dried (magnesium sulfate)
5. 5
   ろ過After filtration and evaporation
6. 6
   その他the residue was recrystallised from toluene (300 ml)

実験手順

5-Amino-2-(4-methylimidazol-1-yl)fluorobenzene (50.6 g, 0.265 M) was dissolved in dry dichloromethane (800 ml) under nitrogen, and cooled to −5°. Pyridine (26.1 g, 0.33 M) was added, followed by benzyl chloroformate (49.9 g, 0.292 M) over 30 minutes. The mixture was stirred and the temperature allowed to rise to ambient over 16 hours. Aqueous sodium bicarbonate (5%, 350 ml) was added, the organic layer separated, and the aqueous layer re-extracted with dichloromethane (2×200 ml), and combined organics dried (magnesium sulfate). After filtration and evaporation, the residue was recrystallised from toluene (300 ml) to give title product (80 g).

出典