反応 #2383807

反応方程式

2-nitroethanol

sodium acetate

acetic anhydride

2-nitroethanol

→

2-nitroethylacetate

溶媒

ethyl acetate

brine

反応条件

後処理

1. 1
   workup.STIRRINGthe orange reaction mixture was stirred at 0-5° C. for an additional hour
2. 2
   温度the exotherm of the reaction increased the temperature to 30° C.
3. 3
   温度the mixture was cooled with an ice bath to 20° C
4. 4
   workup.STIRRINGThe reaction was then stirred at ambient temperature under N2 overnight
5. 5
   その他The layers were separated
6. 6
   抽出the bottom aqueous layer was extracted again with ethyl acetate (25 mL)
7. 7
   洗浄The combined ethyl acetate layers were washed once with saturated brine (50 mL)
8. 8
   乾燥dried (MgSO4)
9. 9
   ろ過filtered
10. 10
    濃縮concentrated

実験手順

A mixture of sodium acetate (6.4 g, 78 mmol) and acetic anhydride (30 mL, 330 mmol) was stirred at 0-5° C. To this slurry was added 2-nitroethanol (30 g, 280 mmol) dropwise over a period of approximately 1 hour. After the 2-nitroethanol addition, the orange reaction mixture was stirred at 0-5° C. for an additional hour and then at ambient temperature for approximately 70 min, the exotherm of the reaction increased the temperature to 30° C. and the mixture was cooled with an ice bath to 20° C. The reaction was then stirred at ambient temperature under N2 overnight. The reaction mixture was diluted with ethyl acetate (EtOAc, 40 mL) and saturated brine (80 mL). The layers were separated and the bottom aqueous layer was extracted again with ethyl acetate (25 mL). The combined ethyl acetate layers were washed once with saturated brine (50 mL), dried (MgSO4), filtered and concentrated to afford 38 g of 2-nitroethylacetate as a reddish orange oil.

出典