反応 #43791

反応方程式

1-(4-(benzyloxy)-5-methoxy-2-nitrophenyl)ethanone

ammonium formate

EtOAc

→

product

収率 86.0%

1-(2-Amino-4-(benzyloxy)-5-methoxyphenyl)ethanone

収率 86.0%

溶媒

toluene

water

反応条件

後処理

1. 1
   温度was heated
2. 2
   温度at reflux temp
3. 3
   workup.STIRRINGstirred for 20 minutes
4. 4
   ろ過the solid was filtered through a celite bed
5. 5
   洗浄washed with EtOAc (150 mL)
6. 6
   その他The EtOAc layer was separated from the filtrate solution
7. 7
   洗浄washed with water (2×100 mL)
8. 8
   乾燥dried over MgSO4
9. 9
   濃縮concentrated in vacuo

実験手順

A mixture of 1-(4-(benzyloxy)-5-methoxy-2-nitrophenyl)ethanone (3.6 g, 12 mmol), iron powder (4.5 g) and ammonium formate (5.5 g) in toluene (50 mL) and water (50 mL) was heated at reflux temp. for 2 days with stirring. To this mixture was added EtOAc (100 mL), stirred for 20 minutes, the solid was filtered through a celite bed and washed with EtOAc (150 mL). The EtOAc layer was separated from the filtrate solution, washed with water (2×100 mL), dried over MgSO4 and concentrated in vacuo to afford the product (2.80 g, 86%) as a beige-colored solid. 1H NMR (CDCl3) δ 7.41-7.30 (m, 5H), 7.13 (s, 1H), 6.15 (br s, 2H), 6.10 (s, 1H), 5.13 (s, 2H), 3.84 (s, 3H), 2.51 (s, 3H).

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