تفاعل #589024

معادلة التفاعل

methyl 6-bromohexanoate

4-nitrophenol

potassium carbonate

sodium iodide

→

21

المردود 65.2%

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

المردود 65.2%

المذيبات

acetone

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةheating
2. 2
   درجة الحرارةto reflux for 48 hours
3. 3
   workup.DISTILLATIONAcetone was distilled off
4. 4
   workup.ADDITIONwater (2 L) was added
5. 5
   ترشيحCrude 21 was filtered
6. 6
   أخرىdried
7. 7
   أخرىrecrystallised from a mixture of ethyl acetate:hexane (1:6)

الإجراء التجريبي

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.

المصدر