반응 #83353

반응 방정식

2-Bromonaphthalene

4-nitrothiophenol

potassium carbonate

→

2-(4-nitrophenylthio)naphthalene

수율 12.0%

용매

pyridine

반응 조건

후처리

1. 1
   여과The solution was filtered hot
2. 2
   농축concentrated
3. 3
   workup.DISSOLUTIONdissolved in ethyl acetate
4. 4
   세척washed thoroughly with 2N HCl and water
5. 5
   건조The solution was dried over sodium sulfate
6. 6
   농축concentrated
7. 7
   기타purified by HPLC over silica gel
8. 8
   세척eluted with 5% ethyl acetate in hexane
9. 9
   기타The product was recrystallized from ethyl acetate and hexane

실험 절차

2-Bromonaphthalene (0.08 moles, 16.6 g), 4-nitrothiophenol (0.08 moles, 12.4 g), potassium carbonate (0.1 moles, 13.4 g), copper bronze (6.0 g) and cuprous chloride (0.02 moles, 2.0 g) were heated under reflux for 4 days in 300 ml pyridine. The solution was filtered hot, concentrated, dissolved in ethyl acetate and washed thoroughly with 2N HCl and water. The solution was dried over sodium sulfate, concentrated and purified by HPLC over silica gel eluted with 5% ethyl acetate in hexane. The product was recrystallized from ethyl acetate and hexane to yield 2-(4-nitrophenylthio)naphthalene 2.6 g, 12% in the first crop. Mass spec. (FD) 281.

출처