Ethyl Acetate → HCID 21846284、化合物

HRID 343848ノート

反応式

HRID 343848 の反応式
[C:1]([C:4]1[CH:12]=[CH:11][CH:10]=[C:9]2[C:5]=1[CH:6]=[CH:7][NH:8]2)(=[O:3])[CH3:2].[H-].[Na+].[C:15](OCC)(=[O:17])[CH3:16]>>[NH:8]1[C:9]2[C:5](=[C:4]([C:1](=[O:3])[CH2:2][C:15](=[O:17])[CH3:16])[CH:12]=[CH:11][CH:10]=2)[CH:6]=[CH:7]1

参加物

4

反応物 3

HCID 8857Ethyl AcetateHCID 24758Sodium hydrideHCID 130046731-(1H-Indol-4-yl)ethan-1-one

生成物 1

HCID 21846284HCID 21846284、化合物

実験手順

4-Acetylindole (0.101 g) was refluxed in 5 mL of ethyl acetate. Sodium hydride (0.20 g, 60% oil dispersion) was added in portions to the refluxing solution until thin layer chromatography analysis showed complete consumption of the starting material. The reaction mixture was quenched with water and acidified to pH 3. The ethyl acetate layer was dried (magnesium sulfate) and concentrated to give a crude product. The crude material was chromatographed on silica gel, eluting with hexane/ethyl acetate to give 1-(1H-indol-4-yl)-1,3-butanedione (0.104 g), a compound of formula (11), m.p. 104°-105° C.

後処理

  1. customconsumption of the starting material
  2. customThe reaction mixture was quenched with water
  3. dry with materialThe ethyl acetate layer was dried (magnesium sulfate)
  4. concentrationconcentrated
  5. customto give a crude product
  6. customThe crude material was chromatographed on silica gel
  7. washeluting with hexane/ethyl acetate

出典と根拠

ORDレコード
ord-8801d30994174d00877f81bdb97836c4
出典データセット
uspto-grants-1999_01
特許番号
US05863924

反応ノート

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