反応 #643323

反応方程式

5,5′-bis(trimethylsilylethynyl)-2,2′-bipyridyl

potassium fluoride

→

5,5′-diethynyl-2,2′-bipyridyl

収率 85.7%

溶媒

methanol

反応条件

後処理

1. 1
   その他to obtain a reaction mixture
2. 2
   濃縮After that, an organic layer in the reaction mixture was then concentrated
3. 3
   その他to obtain a crude product (II)
4. 4
   その他Subsequently, the obtained crude product (II)
5. 5
   その他was separated
6. 6
   その他purified by silica gel column chromatography (CH2Cl2=100)

実験手順

Subsequently, the obtained 5,5′-bis(trimethylsilylethynyl)-2,2′-bipyridyl (120 mg, 0.34 mmol) and potassium fluoride (KF: 42 mg, 0.72 mmol) were added with dist. methanol (MeOH: 12 mL). The resultant mixture was then stirred under a nitrogen atmosphere at room temperature for 11 hours to obtain a reaction mixture. After that, an organic layer in the reaction mixture was then concentrated to obtain a crude product (II). Subsequently, the obtained crude product (II) was separated and purified by silica gel column chromatography (CH2Cl2=100) to obtain 5,5′-diethynyl-2,2′-bipyridyl (59.5 mg, 85% yield (in two steps)).

出典