反応 #1328411

反応方程式

(S)-7-benzyloxy-3-(3-iodo-2-phthalimidopropyl)indole

potassium carbonate

ammonium formate

→

title compound

収率 79.4%

(R)-7-benzyloxy-3-(2-phthalimidopropyl)indole

収率 79.4%

溶媒

DMF

反応条件

後処理

1. 1
   workup.ADDITIONAdded
2. 2
   温度After cooling down
3. 3
   ろ過the catalyst was filtered off
4. 4
   workup.ADDITIONthe filtrate was diluted with ethyl acetate
5. 5
   workup.ADDITIONThen, water was added
6. 6
   その他the organic layer was separated
7. 7
   洗浄The organic layer was washed in order with a 10% sodium thiosulfate aqueous solution
8. 8
   乾燥a sodium hydroxide aqueous solution, hydrochloric acid and a saturated sodium chloride aqueous solution, and then it was dried
9. 9
   ろ過filtered
10. 10
    濃縮concentrated under reduced pressure

実験手順

A 10% palladium on carbon catalyst (content 50%) 4.00 g was suspended in 200 ml of DMF, and 20.00 g of (S)-7-benzyloxy-3-(3-iodo-2-phthalimidopropyl)indole was added thereto. Added while stirring were 8.00 g of potassium carbonate and 6.00 g of ammonium formate, the suspension was heated in an oil bath of 85° C. For one hour. After cooling down, the catalyst was filtered off, and the filtrate was diluted with ethyl acetate. Then, water was added thereto, and the organic layer was separated. The organic layer was washed in order with a 10% sodium thiosulfate aqueous solution, a sodium hydroxide aqueous solution, hydrochloric acid and a saturated sodium chloride aqueous solution, and then it was dried, filtered and concentrated under reduced pressure, whereby 12.16 g of the title compound was obtained in the form of a yellow amorphous solid shaped substance.

出典