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Phenyltrimethylammonium bromide dibromide → HCID 22473879、化合物

HRID 2183637
ノート
印刷プレビュー

反応式

HRID 2183637 の反応式
[Br-:1].[Br-].[Br-].C1([N+](C)(C)C)C=CC=CC=1.C1([N+](C)(C)C)C=CC=CC=1.C1([N+](C)(C)C)C=CC=CC=1.[CH3:34][C:35]1[C:43]2[CH:42]=[C:41]([C:44](=[O:47])[CH2:45][CH3:46])[S:40][C:39]=2[CH:38]=[CH:37][CH:36]=1>O1CCCC1>[Br:1][CH:45]([CH3:46])[C:44]([C:41]1[S:40][C:39]2[CH:38]=[CH:37][CH:36]=[C:35]([CH3:34])[C:43]=2[CH:42]=1)=[O:47]
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

4

反応物 2

HCID 17977687Phenyltrimethylammonium bromide dibromide2 回HCID 22473751HCID 22473751、化合物

生成物 1

HCID 22473879HCID 22473879、化合物収率 46.7%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

反応条件

温度
0 °C

実験手順

Phenyltrimethylammonium tribromide (1.47 g) was added in portions under nitrogen at 0° C. over 10 minutes to a stirred solution of 1-(4-methylbenzo[b]thiophen-2-yl)propan-1-one (0.53 g) in tetrahydrofuran (15 ml), then the mixture was stirred at 0° C. for 3 hours and at ambient temperature for 16 hours. Further phenyltrimethylammonium tribromide (0.49 g) was added, then the mixture was stirred at ambient temperature for 26 hours and filtered. The solvent was removed in vacuo and the residue was purified by flash chromatography over silica using a 4:1 mixture of petroleum ether (b.p. 60-80° C.) and dichloromethane as eluant. Appropriate fractions were combined and the solvents removed in vacuo to give 2-bromo-1-(4-methylbenzo[b]thiophen-2-yl)propan-1-one (0.3 g) as a yellow solid which was used without further purification.

後処理

  1. stirringthe mixture was stirred at ambient temperature for 26 hours
  2. filtrationfiltered
  3. customThe solvent was removed in vacuo
  4. customthe residue was purified by flash chromatography over silica using
  5. additiona 4:1 mixture of petroleum ether (b.p. 60-80° C.) and dichloromethane as eluant
  6. customthe solvents removed in vacuo

出典と根拠

ORDレコード
ord-14686ca1372f4bce820308c7a14cba23
出典データセット
uspto-grants-2005_05
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06900216B2

反応ノート

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