반응 #80737

반응 방정식

indoline

triethylamine

ethyl chlorooxalate

→

N-ethoxalylindoline

수율 108.6%

용매

dichloromethane

Brine

반응 조건

후처리

1. 1
   workup.WAITfor 1 h at room temperature
2. 2
   기타organic layer was separated
3. 3
   세척The organic layer was washed with diluted aqueous hydrochloric acid and successively brine
4. 4
   건조dried over magnesium sulfate
5. 5
   농축concentrated

실험 절차

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).

출처