Ethyl 1-phenylindole-3-glyoxylate → Ethyl 1-phenylindole-3-acetate

HRID 863545

반응식

HRID 863545 반응식
[C:1]1([N:7]2[C:15]3[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=3)[C:9]([C:16](=O)[C:17]([O:19][CH2:20][CH3:21])=[O:18])=[CH:8]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1>[Ni].C(O)C.O>[C:1]1([N:7]2[C:15]3[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=3)[C:9]([CH2:16][C:17]([O:19][CH2:20][CH3:21])=[O:18])=[CH:8]2)[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

참가 물질

5

반응물 1

HCID 54522388Ethyl 1-phenylindole-3-glyoxylate

생성물 1

HCID 53656737Ethyl 1-phenylindole-3-acetate수율 67%

시약·촉매·용매 3

HCID 935Nickel촉매HCID 702Ethanol용매HCID 962Water용매

실험 절차

A mixture of 10 g (34.1 mmol) of ethyl 1-phenylindole-3-glyoxylate and about 25 g of Raney nickel in 350 ml of ethanol and 150 ml of water was heated at reflux for 6 hours. The suspension was filtered through glass fiber filter paper and the solid was washed with four 50 ml portions of ethyl acetate while taking care not to allow the solid to dry. The filtrate was concentrated under reduced pressure and the residue was purified by flash chromatography on silica gel using ethyl acetate/hexane (1:2) for the elution. There were obtained 6.38 g of ethyl 1-phenylindole-3-acetate as a yellow oil.

후처리

  1. temperaturewas heated
  2. temperatureat reflux for 6 hours
  3. filtrationThe suspension was filtered through glass fiber
  4. filtrationfilter paper
  5. washthe solid was washed with four 50 ml portions of ethyl acetate
  6. customto dry
  7. concentrationThe filtrate was concentrated under reduced pressure
  8. customthe residue was purified by flash chromatography on silica gel
  9. washfor the elution

출처 및 근거

ORD 기록
ord-052a9b0004794719bfc5d802cd3b4306
출처 데이터셋
uspto-grants-1998_02
특허 번호
US05721230

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