反応 #2460305

反応方程式

2-(1-naphthy)ethanol

triethylamine

dichloromethane

methacryloyl chloride

→

2-(1-naphthyl)ethyl methacrylate

溶媒

diethyl ether

反応条件

後処理

1. 1
   温度heated
2. 2
   温度at refluxed for 4 h
3. 3
   温度The reaction mixture was cooled to ambient and
4. 4
   ろ過The solution was filtered
5. 5
   洗浄the filtrate was washed twice with water, once with NaHCO3
6. 6
   乾燥The solution was dried (Na2SO4)
7. 7
   濃縮concentrated
8. 8
   workup.DISTILLATIONThe product was purified by distillation at reduced pressure
9. 9
   その他collecting the fraction bp 120-125° C./0.08 mm
10. 10
    その他to provide a colorless oil, mass

実験手順

A solution of 2-(1-naphthy)ethanol (30.0 g, 174 mmol), triethylamine (24.2 g, 239 mmol), 4-(dimethylamino)pyridine (1.1 g, 9.1 mmol), and dichloromethane (500 mL) was treated dropwise under nitrogen with methacryloyl chloride (18.9 g, 181 mmol), and then heated at refluxed for 4 h. The reaction mixture was cooled to ambient and diluted with diethyl ether. The solution was filtered and the filtrate was washed twice with water, once with NaHCO3, and once with brine. The solution was dried (Na2SO4) and concentrated to deposit a yellow oil. The product was purified by distillation at reduced pressure, collecting the fraction bp 120-125° C./0.08 mm to provide a colorless oil, mass: 36.0 g (86% theory). 1H (CDCl3): δ 2.00 (s, 3H), 3.50 (t, 2H), 4.55 (t, 2H), 5.60 (s, 1H), 6.15 (s, 1H), 7.50 (m, 4H), 7.8 (d, 1H), 7.9 (d, 1H), 8.2 (d, 1H).

出典