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Carbon tetrabromide → HCID 22247313、化合物

HRID 1107956
ノート
印刷プレビュー

反応式

HRID 1107956 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]O)[CH2:5]1)(=[O:3])[CH3:2].C(Br)(Br)(Br)[Br:19].C1C=CC(P(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1>CC#N>[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][Br:19])[CH2:5]1)(=[O:3])[CH3:2]
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 11205Carbon tetrabromideHCID 11776TriphenylphosphineHCID 222473161-Acetyl-3-(2-hydroxyethyl)-4,6-dimethylindoline

生成物 1

HCID 22247313HCID 22247313、化合物収率 61.1%

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

実験手順

1-Acetyl-3-(2-hydroxyethyl)-4,6-dimethylindoline (7.0 g) and CBr4 (9.9 g) were dissolved in CH3CN (70 ml), and Ph3P (9.4 g) was added, which was followed by stirring at room temperature for 30 min. CH3CN was evaporated under reduced pressure. AcOEt (100 ml) was added, and the mixture was washed with water and dried over anhydrous sodium sulfate. AcOEt was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (eluent: benzene/AcOEt=50/1-10/1) to give 5.4 g of 1-acetyl-3-(2-bromoethyl)-4,6-dimethylindoline.

後処理

  1. customCH3CN was evaporated under reduced pressure
  2. additionAcOEt (100 ml) was added
  3. washthe mixture was washed with water
  4. dry with materialdried over anhydrous sodium sulfate
  5. customAcOEt was evaporated under reduced pressure
  6. customThe residue was purified by silica gel column chromatography (eluent: benzene/AcOEt=50/1-10/1)

出典と根拠

ORDレコード
ord-c8ffd49d4bdf4d8b9cbe3c3e435123c2
出典データセット
uspto-grants-2000_05
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06063806

反応ノート

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