HCID 14931744、化合物 → 1-[4-(5-Nitro-1H-indol-3-yl)piperidin-1-yl]ethan-1-one

HRID 1252058ノート

反応式

HRID 1252058 の反応式
[C:1]([N:4]1[CH2:9][CH2:8][CH:7]([CH:10]2[C:18]3[C:13](=[CH:14][CH:15]=[C:16]([N+:19]([O-:21])=[O:20])[CH:17]=3)[NH:12][CH2:11]2)[CH2:6][CH2:5]1)(=[O:3])[CH3:2]>[O-2].[O-2].[Mn+4].[N+](C1C=CC=CC=1)([O-])=O>[C:1]([N:4]1[CH2:9][CH2:8][CH:7]([C:10]2[C:18]3[C:13](=[CH:14][CH:15]=[C:16]([N+:19]([O-:21])=[O:20])[CH:17]=3)[NH:12][CH:11]=2)[CH2:6][CH2:5]1)(=[O:3])[CH3:2]

参加物

4

反応物 1

HCID 14931744HCID 14931744、化合物

生成物 1

HCID 141297821-[4-(5-Nitro-1H-indol-3-yl)piperidin-1-yl]ethan-1-one収率 47%

試薬・触媒・溶媒 2

HCID 178418406HCID 178418406、化合物触媒HCID 7416Nitrobenzene溶媒

反応条件

温度
150 °C

実験手順

A mixture of 3-(1-acetyl-4-piperidyl)-5-nitroindoline (10.0 g), manganese dioxide (17 g) and nitrobenzene (100 ml) was heated at 150° C. for 1 hour, with nitrogen gas being bubbled into the reaction mixture. The reaction mixture was cooled and the insoluble material was filtered off. The residue was washed with a mixture of chloroform and methanol (10:1 V/V) and the washings and the filtrate were combined and concentrated. The residue was dissolved in a mixture of chloroform and methanol (400 ml, 1:1 V/V) and the insoluble material was filtered off. The filtrate was concentrated to give 3-(1-acetyl-4-piperidyl)-5-nitroindole (4.67 g).

後処理

  1. custombeing bubbled into the reaction mixture
  2. temperatureThe reaction mixture was cooled
  3. filtrationthe insoluble material was filtered off
  4. washThe residue was washed with a mixture of chloroform and methanol (10:1 V/V)
  5. concentrationconcentrated
  6. dissolutionThe residue was dissolved in a mixture of chloroform and methanol (400 ml, 1:1 V/V)
  7. filtrationthe insoluble material was filtered off
  8. concentrationThe filtrate was concentrated

出典と根拠

ORDレコード
ord-ae3ec5282fc540d29b0d8332671c55a8
出典データセット
uspto-grants-1988_05
特許番号
US04742057

反応ノート

読み込み中…