1-(1-Acetylindolin-5-yl)propan-1-one → HCID 20094393、化合物

HRID 273841ノート

反応式

HRID 273841 の反応式
[C:1]([N:4]1[C:12]2[C:7](=[CH:8][C:9]([C:13](=[O:16])[CH2:14][CH3:15])=[CH:10][CH:11]=2)[CH2:6][CH2:5]1)(=[O:3])[CH3:2].C1CNC(=O)C1.[Br:23][Br-]Br>O1CCCC1.S(=O)(=O)(O)O>[C:1]([N:4]1[C:12]2[C:7](=[CH:8][C:9]([C:13](=[O:16])[CH:14]([Br:23])[CH3:15])=[CH:10][CH:11]=2)[CH2:6][CH2:5]1)(=[O:3])[CH3:2]

参加物

4

反応物 1

HCID 230039711-(1-Acetylindolin-5-yl)propan-1-one

生成物 1

HCID 20094393HCID 20094393、化合物収率 79.1%

試薬・触媒・溶媒 2

HCID 1118Sulfuric Acid触媒HCID 8028Tetrahydrofuran溶媒

実験手順

To a solution of 1-acetyl-5-propionylindoline (1.65 g) in tetrahydrofuran (150 ml) were added concentrated sulfuric acid (5 drops) and pyrrolidone hydrotribromide (4.14 g), and the mixture was stirred at room temperature for 16 hours. The insoluble materials were filtered off, and the filtrate was concentrated under reduced pressure. The residue was extracted with ethyl acetate, and the extract was washed with water, dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure, and the residue was recrystallized from ethanol to give 1.78 g of 1-acetyl-5-(2-bromopropionyl)indoline melting at 140°-142° C.

後処理

  1. filtrationThe insoluble materials were filtered off
  2. concentrationthe filtrate was concentrated under reduced pressure
  3. extractionThe residue was extracted with ethyl acetate
  4. washthe extract was washed with water
  5. dry with materialdried over anhydrous magnesium sulfate
  6. customThe solvent was evaporated under reduced pressure
  7. customthe residue was recrystallized from ethanol

出典と根拠

ORDレコード
ord-f18b0b7521a6488896d1ec2f879e7208
出典データセット
uspto-grants-1995_02
特許番号
US05387603

反応ノート

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