反応 #8249

反応方程式

sodium bicarbonate

Pyridine

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

benzyl chloroformate

→

title product

収率 93.5%

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

収率 93.5%

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 (2×300 ml)
4. 4
   乾燥dried (magnesium sulfate)
5. 5
   ろ過After filtration and evaporation
6. 6
   その他the residue was recrystallised from toluene (400 ml)

実験手順

5-Amino-2-(2-methylimidazol-1-yl)fluorobenzene (34.25 g, 0.179 M) was dissolved in dry dichloromethane (600 ml) under nitrogen, and cooled to −5°. Pyridine (17.7 g, 0.224 M) was added, followed by benzyl chloroformate (33.7 g, 0.197 M) over 20 minutes. The mixture was stirred and the temperature allowed to rise to ambient over 16 hours. Aqueous sodium bicarbonate (5%, 250 ml) was added, the organic layer separated, the aqueous layer re-extracted with dichloromethane (2×300 ml), and combined extracts dried (magnesium sulfate). After filtration and evaporation, the residue was recrystallised from toluene (400 ml) to give title product (54.5 g).

出典