反应 #2320148

反应方程式

1,2-Dichloro-3-iodobenzene

benzylacetylene

→

title compound

1,2-dichloro-3-(3-phenylprop-1-ynyl)benzene

溶剂

triethylamine

反应条件

后处理

1. 1
   温度heated
2. 2
   温度at reflux for 2 hours
3. 3
   其他was partitioned between saturated sodium chloride and diethylether
4. 4
   干燥The organic phase was dried with sodium sulfate
5. 5
   过滤filtered
6. 6
   浓缩the filtrate was concentrated under reduced pressure
7. 7
   其他The residue was purified on silica gel (eluting with hexane)

实验过程

1,2-Dichloro-3-iodobenzene (4.39 g, 16.1 mmol), benzylacetylene (1.96 g, 16.9 mmol), copper(I) iodide (26 mg, 0.14 mmol) and bistriphenylphosphinepalladium(II)chloride (113 mg, 0.16 mmol) were combined in triethylamine (100 mL) and heated at reflux for 2 hours. The reaction was allowed to cool to room temperature and then was partitioned between saturated sodium chloride and diethylether. The organic phase was dried with sodium sulfate, filtered, and the filtrate was concentrated under reduced pressure. The residue was purified on silica gel (eluting with hexane) to provide the title compound. MS (DCI/NH3) m/z 278 (M+NH4)+; 1H NMR (CDCl3) δ 3.90 (s, 2H), 7.13 (t, 1H), 7.2-7.5 (m, 7H).

来源