反応 #80737

反応方程式

indoline

triethylamine

ethyl chlorooxalate

→

N-ethoxalylindoline

収率 108.6%

溶媒

dichloromethane

Brine

反応条件

後処理

1. 1
   workup.WAITfor 1 h at room temperature
2. 2
   その他organic layer was separated
3. 3
   洗浄The organic layer was washed with diluted aqueous hydrochloric acid and successively brine
4. 4
   乾燥dried over magnesium sulfate
5. 5
   濃縮concentrated

実験手順

To a solution of indoline (2.0 g, 16.8 mmol) and triethylamine (5 mL) in dichloromethane (30 mL) was added slowly ethyl chlorooxalate (2.3 mL, 20.1 mmol) at 0° C. The mixture was stirred for 10 min at 0° C. and then for 1 h at room temperature. Brine was added and organic layer was separated. The organic layer was washed with diluted aqueous hydrochloric acid and successively brine, dried over magnesium sulfate, and concentrated to give 4.0 g of N-ethoxalylindoline (100%): 1H NMR (270 MHz, CDCl3) δ8.18 (dd, 1H, J=8, 1 Hz), 7.22 (m, 2H), 7.10 (dd, 1H, J=8, 1 Hz), 4.38 (q, 2H, J=7 Hz), 4.22 (t, 2H, J=8 Hz), 3.20 (t, 2H, J=8 Hz), 1.40 (t, 3H, J=7 Hz).

出典