반응 #1328411

반응 방정식

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

potassium carbonate

ammonium formate

→

title compound

수율 79.4%

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

수율 79.4%

용매

DMF

반응 조건

후처리

1. 1
   workup.ADDITIONAdded
2. 2
   온도After cooling down
3. 3
   여과the catalyst was filtered off
4. 4
   workup.ADDITIONthe filtrate was diluted with ethyl acetate
5. 5
   workup.ADDITIONThen, water was added
6. 6
   기타the organic layer was separated
7. 7
   세척The organic layer was washed in order with a 10% sodium thiosulfate aqueous solution
8. 8
   건조a sodium hydroxide aqueous solution, hydrochloric acid and a saturated sodium chloride aqueous solution, and then it was dried
9. 9
   여과filtered
10. 10
    농축concentrated under reduced pressure

실험 절차

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.

출처