Bromine → 1-Acetyl-5-bromo-3-(2-ethoxycarbonylethyl)-4,6-dimethylindoline

HRID 1531973ノート

反応式

HRID 1531973 の反応式
[C:1]([N:4]1[C:12]2[C:7](=[C:8]([CH3:14])[CH:9]=[C:10]([CH3:13])[CH:11]=2)[CH:6]([CH2:15][CH2:16][C:17]([O:19][CH2:20][CH3:21])=[O:18])[CH2:5]1)(=[O:3])[CH3:2].[Br:22]Br>CC(O)=O>[C:1]([N:4]1[C:12]2[C:7](=[C:8]([CH3:14])[C:9]([Br:22])=[C:10]([CH3:13])[CH:11]=2)[CH:6]([CH2:15][CH2:16][C:17]([O:19][CH2:20][CH3:21])=[O:18])[CH2:5]1)(=[O:3])[CH3:2]

参加物

4

反応物 2

HCID 24408BromineHCID 222473291-Acetyl-3-(2-ethoxycarbonylethyl)-4,6-dimethylindoline

生成物 1

HCID 222473121-Acetyl-5-bromo-3-(2-ethoxycarbonylethyl)-4,6-dimethylindoline

試薬・触媒・溶媒 1

HCID 176Acetic Acid溶媒

実験手順

1-Acetyl-3-(2-ethoxycarbonylethyl)-4,6-dimethylindoline (3.3 g) was dissolved in AcOH (30 ml) and Br2 (0.93 ml) was added, which was followed by stirring for 30 min. The reaction mixture was poured into ice water and precipitated crude crystals were collected by filtration. The obtained crystals were dissolved in CHCl3 (100 ml). After washing with water, the mixture was dried over anhydrous sodium sulfate. CHCl3 was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (eluent: CHCl3/MeOH=50/1−10/1) to give 3.0 g of 1-acetyl-5-bromo-3-(2-ethoxycarbonylethyl)-4,6-dimethylindoline.

後処理

  1. customprecipitated crude crystals
  2. filtrationwere collected by filtration
  3. dissolutionThe obtained crystals were dissolved in CHCl3 (100 ml)
  4. washAfter washing with water
  5. dry with materialthe mixture was dried over anhydrous sodium sulfate
  6. customCHCl3 was evaporated under reduced pressure
  7. customThe residue was purified by silica gel column chromatography (eluent: CHCl3/MeOH=50/1−10/1)

出典と根拠

ORDレコード
ord-77529cf9a11c4c36aa5b3e7adbd83253
出典データセット
uspto-grants-2001_03
特許番号
US06200988B1

反応ノート

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