反応 #1244261

反応方程式

2-nitroimidazole

propargyl bromide

potassium carbonate

DMF

→

10

収率 85.5%

2-Nitro-1-(prop-2-ynyl)-1H-imidazole

収率 85.5%

溶媒

EtOAc

反応条件

後処理

1. 1
   その他reaction
2. 2
   workup.ADDITIONThe reaction was poured onto water (20 mL)
3. 3
   抽出extracted into EtOAc (3×20 mL)
4. 4
   洗浄The combined organics were washed with water (5×20 mL)
5. 5
   濃縮The organic layer was then concentrated in vacuo
6. 6
   その他purified on a silica gel cartridge

実験手順

To a round bottom flask was added 2-nitroimidazole (500 mg, 4.42 mmol), propargyl bromide (631 mg, 5.31 mmol), potassium carbonate (733 mg, 5.31 mmol) and DMF (5 mL). The reaction was stirred overnight at RT. TLC (EtOAc) indicated complete reaction. The reaction was poured onto water (20 mL) and extracted into EtOAc (3×20 mL). The combined organics were washed with water (5×20 mL). The organic layer was then concentrated in vacuo and purified on a silica gel cartridge using EtOAc:Hex as the eluent to afford 571 mg (85% yield) of 10 as a pale yellow solid. 1H NMR (CDCl3, 400 MHz), δ: 2.63 (1H, d, J=5.6 Hz), 5.23 (2H, d, J=2.4 Hz), 7.20 (1H, d, J=1.2 Hz), 7.46 (1H, s). Mass Spec (lo-res): Calc'd for C6H5N3O2: 151.04; found: 152.10 (M+H).

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