反应 #10084

反应方程式

3-(4-amino-1-oxoisoindolin-2-yl)piperidine-2,6-dione

chloroacetyl chloride

→

product

收率 92.1%

N-[2-(2,6-dioxo(3-piperidyl))-1-oxoisoindolin-4-yl]-2-chloroacetamide

收率 92.1%

溶剂

THF

反应条件

后处理

1. 1
   温度The mixture was heated
2. 2
   温度to reflux for 45 minutes
3. 3
   温度The reaction mixture was heated
4. 4
   温度at reflux for an additional 30 minutes
5. 5
   其他The solvent was evaporated in vacuo
6. 6
   过滤filtered

实验过程

To a stirred suspension of 3-(4-amino-1-oxoisoindolin-2-yl)piperidine-2,6-dione (3.89 g, 15.0 mmol) in THF (50 ml) was added chloroacetyl chloride (1.86 g, 16.5 mmol). The mixture was heated to reflux for 45 minutes. To the reaction mixture was added additional chloroacetyl chloride (0.15 g, 0.13 mmol). The reaction mixture was heated at reflux for an additional 30 minutes. The solvent was evaporated in vacuo and the resulting solid was slurried in diethyl ether (20 ml) and filtered to give 4.64 g (92%) of product as an off-white solid: 1H NMR (DMSO-d6) δ 11.04 (s, 1H), 10.22 (s, 1H), 7.82 (dd, J=1.6 and 7.2 Hz, 1H), 7.59–7.50 (m, 2H), 5.16 (dd, J=5.1 and 13.2 Hz, 1H), 4.46–4.30 (m, 4H), 3.00–2.85 (m, 1H), 2.65–2.58 (m, 1H), 2.44–2.28 (m, 1H), 2.06–2.01 (m, 1H).

来源