Reaktion #47922

Reaktionsgleichung

3,3-dimethyl-6-nitroindoline

acetyl chloride

→

1-(3,3-dimethyl-6-nitroindolin-1-yl)ethanone

Lösungsmittel

CH2Cl2

Et3N

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigequenched by addition of sat. aq. NaHCO3
2. 2
   Extraktionextracted with EtOAc (30 mL×3)
3. 3
   WaschenThe combined organic layers were washed with brine
4. 4
   Trocknendried (MgSO4)
5. 5
   Einengenconcentrated
6. 6
   SonstigeThe residue was purified by column
7. 7
   Sonstigeto give a light yellow solid (390 mg, 71% for two steps)

Vorschrift

To a stirred solution of 3,3-dimethyl-6-nitroindoline (450 mg) in CH2Cl2 (15 mL) and Et3N (0.6 mL) at −10° C. was added acetyl chloride (180 μL, 2.5 mmol). The mixture was stirred at rt overnight and quenched by addition of sat. aq. NaHCO3, and extracted with EtOAc (30 mL×3). The combined organic layers were washed with brine, dried (MgSO4) and concentrated. The residue was purified by column to give a light yellow solid (390 mg, 71% for two steps).

Quelle