反应 #1483118

反应方程式

2-Chloro-1,10-phenanthroline

Na2CO3

ethanol

2-methoxyphenylboronic acid

→

2-(2-Methoxyphenyl)-1,10-Phenanthroline Hydrochloride Chloride

溶剂

toluene

ethyl acetate

反应条件

后处理

1. 1
   温度At the end of this period the reaction was cooled
2. 2
   洗涤The organic layer was washed with water (3×100 mL) and intermittently with brine
3. 3
   其他formed
4. 4
   过滤The organic layer was filtered through a pad of celite
5. 5
   干燥dried over MgSO4
6. 6
   过滤filtered
7. 7
   浓缩concentrated to an oil
8. 8
   workup.DISSOLUTIONThe oil was dissolved in CH2Cl2 (20 mL)
9. 9
   workup.ADDITIONdiethyl ether (150 mL) added
10. 10
    workup.ADDITIONWith good stirring, a 20% solution of concentrated HCl in ethanol (20 mL) was added
11. 11
    过滤The yellow 2-(2-methoxyphenyl)-1,10-phenanthroline hydrochloride chloride was filtered off
12. 12
    洗涤washed with ether
13. 13
    其他air-dried

实验过程

2-Chloro-1,10-phenanthroline (5.9 g, 27.5 mMole), 2-methoxyphenylboronic acid (2) (5 g, 33 mMole), tetrakis(triphenylphosphine)palladium(0) (1 g, 0.825 mMole), 2M-Na2CO3 (33 mL, 66 mMole) and ethanol (8 mL) were suspended in toluene (70 mL) and heated to 100° C. with good stirring for 24 hours. At the end of this period the reaction was cooled, diluted with ethyl acetate (200 mL) and the aqueous layer run off. The organic layer was washed with water (3×100 mL) and intermittently with brine to break up any emulsion formed. The organic layer was filtered through a pad of celite, dried over MgSO4, filtered and concentrated to an oil. The oil was dissolved in CH2Cl2 (20 mL) and diethyl ether (150 mL) added. With good stirring, a 20% solution of concentrated HCl in ethanol (20 mL) was added. The yellow 2-(2-methoxyphenyl)-1,10-phenanthroline hydrochloride chloride was filtered off, washed with ether and air-dried. Yield 9.7 g.

来源