反応 #170975

反応方程式

methyl 6-bromohexanoate

4-nitrophenol

potassium carbonate

sodium iodide

→

21

収率 65.2%

6-(4-Nitrophenoxy)-hexanoic acid methyl ester

収率 65.2%

溶媒

acetone

反応条件

後処理

1. 1
   温度heating
2. 2
   温度to reflux for 48 hours
3. 3
   workup.DISTILLATIONAcetone was distilled off
4. 4
   workup.ADDITIONwater (2 L) was added
5. 5
   ろ過Crude 21 was filtered
6. 6
   その他dried
7. 7
   その他recrystallised from a mixture of ethyl acetate:hexane (1:6)

実験手順

To a mixture of 4-nitrophenol (150 g, 1.079 moles), potassium carbonate (600 g, 4.341 moles) and sodium iodide (10 g, 66.7 mmol) in anhydrous acetone (2.1 L) was added methyl 6-bromohexanoate (156 g, 746.41 mmol) with and heating to reflux for 48 hours. Acetone was distilled off and water (2 L) was added. Crude 21 was filtered, dried and recrystallised from a mixture of ethyl acetate:hexane (1:6) to get pure 21 (130 g, 45.1%) as a white powder with an m.p. between 84.5.5-86.6° C.

出典