反応 #1141356

反応方程式

5-Bromo-2-nitrophenol

K2CO3

ethyl 4-bromocrotonate

→

title compound

収率 99.0%

Ethyl (2E)-4-(5-bromo-2-nitrophenoxy)but-2-enoate

収率 99.0%

溶媒

NMP

反応条件

後処理

1. 1
   workup.ADDITIONwas added dropwise at room temperature
2. 2
   workup.STIRRINGstirred for 30 min
3. 3
   ろ過The precipitate was collected by filtration
4. 4
   洗浄washed with water (2×200 mL), air
5. 5
   その他dried for 10 min
6. 6
   洗浄washed with heptane (200 mL)
7. 7
   workup.ADDITIONHeptane (200 mL) was added to the solid
8. 8
   workup.STIRRINGstirred for 1 h
9. 9
   ろ過The solid was filtered off
10. 10
    洗浄washed with heptane (2×50 mL)
11. 11
    その他dried in vacuo
12. 12
    その他to afford a beige solid

実験手順

5-Bromo-2-nitrophenol (10 g, 45.9 mmol) and K2CO3 (8.24 g, 59.6 mmol) were suspended in NMP (81 mL) (a bright red suspension) and ethyl 4-bromocrotonate (10.26 mL, 59.63 mmol) was added dropwise at room temperature. The reaction was stirred at room temperature over night (20 h). The mixture was poured into ice/water (500 mL) and stirred for 30 min. The precipitate was collected by filtration and washed with water (2×200 mL), air dried for 10 min and then washed with heptane (200 mL). Heptane (200 mL) was added to the solid and stirred for 1 h. The solid was filtered off, washed with heptane (2×50 mL) and dried in vacuo to afford a beige solid. The title compound (15.0 g, 99%) was obtained and was used without further purification.

出典