反応 #51211

反応方程式

anisidine

N,N-dimethylaniline

2-bromo-4-methoxyacetophenone

→

indole

2-Phenyl Indole

溶媒

EtOAc

反応条件

後処理

1. 1
   workup.ADDITIONAfter addition
2. 2
   その他a dark colored solid was formed
3. 3
   抽出The aqueous layer was extracted with EtOAc several times
4. 4
   洗浄The combined organic layers were washed with brine
5. 5
   乾燥dried over MgSO4
6. 6
   その他Solvent was removed under the reduced pressure
7. 7
   その他to afford a dark brown colored solid
8. 8
   その他Purification
9. 9
   その他by recrystallization in EtOH

実験手順

To a boiling mixture of in-anisidine (1.56 ml, 20.0 minol) and N,N-dimethylaniline (3.5 ml) was added 2-bromo-4-methoxyacetophenone (1.37 g in EtOAc, 6.00 mmol) slowly by syringe. After addition, the mixture was kept at 170° C. for 1 hour. The reaction mixture was cooled to room temperature and a dark colored solid was formed. EtOAc was added along with HCI (2 N). The aqueous layer was extracted with EtOAc several times. The combined organic layers were washed with brine, and dried over MgSO4. Solvent was removed under the reduced pressure to afford a dark brown colored solid. Purification by recrystallization in EtOH afforded indole 31 as a white crystallinc material.

出典