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

HRID 863545

反応式

HRID 863545 の反応式
[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

参加物

5

反応物 1

HCID 54522388Ethyl 1-phenylindole-3-glyoxylate

生成物 1

HCID 53656737Ethyl 1-phenylindole-3-acetate収率 67%

試薬・触媒・溶媒 3

HCID 935Nickel触媒HCID 702Ethanol溶媒HCID 962Water溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-052a9b0004794719bfc5d802cd3b4306
出典データセット
uspto-grants-1998_02
特許番号
US05721230

関連ノート

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