反応 #328093

反応方程式

NaH

7-methoxy-4-nitro-1H-indole

7-Methoxy-4-nitro-1H-indole

Water

2-Iodopropane

→

desired product

1-Isopropyl-7-methoxy-4-nitro-1H-indole

溶媒

DMF

ethyl acetate

反応条件

後処理

1. 1
   その他then recooled in an ice bath
2. 2
   workup.STIRRINGthe reaction was stirred for 2 hrs at room temperature
3. 3
   その他The ethyl acetate layer was separated
4. 4
   洗浄washed repeatedly (3×) with water
5. 5
   濃縮The ethyl acetate layer was concentrated
6. 6
   その他then evaporated to dryness
7. 7
   その他Further purification by column chromatography

実験手順

To a solution of 7-methoxy-4-nitro-1H-indole (S) (1 eq) in DMF cooled in an ice bath was added NaH (60% dispersion in oil, 1.2 eq). The reaction was stirred for 1 hr at room temperature then recooled in an ice bath. 2-Iodopropane (1.1 eq) was added then the reaction was stirred for 2 hrs at room temperature. Water and ethyl acetate were added. The ethyl acetate layer was separated and washed repeatedly (3×) with water. The ethyl acetate layer was concentrated then evaporated to dryness. Further purification by column chromatography produced the pure desired product.

出典