Piperidine → (E)-1-(4-Hydroxy-3,5-dimethoxyphenyl)-3-(indol-3-yl)-2-propen-1-one

HRID 618127

反応式

HRID 618127 の反応式
[OH:1][C:2]1[C:7]([O:8][CH3:9])=[CH:6][C:5]([C:10](=[O:12])[CH3:11])=[CH:4][C:3]=1[O:13][CH3:14].[NH:15]1[C:23]2[C:18](=[CH:19][CH:20]=[CH:21][CH:22]=2)[C:17]([CH:24]=O)=[CH:16]1.N1CCCCC1>C(O)C>[OH:1][C:2]1[C:3]([O:13][CH3:14])=[CH:4][C:5]([C:10](=[O:12])/[CH:11]=[CH:24]/[C:17]2[C:18]3[C:23](=[CH:22][CH:21]=[CH:20][CH:19]=3)[NH:15][CH:16]=2)=[CH:6][C:7]=1[O:8][CH3:9]

参加物

5

反応物 3

HCID 8082PiperidineHCID 10256Indole-3-CarboxaldehydeHCID 17198Acetosyringone

生成物 1

HCID 21850208(E)-1-(4-Hydroxy-3,5-dimethoxyphenyl)-3-(indol-3-yl)-2-propen-1-one収率 19.2%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

4'-Hydroxy-3',5'-dimethoxyacetophenone (1.96 g) and indole-3-carboxaldehyde (1.45 g) were dissolved in ethanol (20 ml), and piperidine (0.85 g) was added thereto, followed by heating under reflux for 32 hours. The reaction solution was concentrated under reduced pressure, and the residue was purified by silica gel column chromatography. The obtained crude crystals were recrystallized from ethyl acetate to give Compound 70 (0.62 g).

後処理

  1. temperatureby heating
  2. temperatureunder reflux for 32 hours
  3. concentrationThe reaction solution was concentrated under reduced pressure
  4. customthe residue was purified by silica gel column chromatography
  5. customThe obtained crude crystals
  6. customwere recrystallized from ethyl acetate

出典と根拠

ORDレコード
ord-74a841b976bc4f10a9a9ce9d1f52035d
出典データセット
uspto-grants-1999_09
特許番号
US05952355

関連ノート

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