3-Acetylbenzothiophene → 1-(1-Benzothiophen-3-yl)-2-bromoethan-1-one

HRID 362254ノート

反応式

HRID 362254 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.[C:34]([C:37]1[C:38]2[CH:45]=[CH:44][CH:43]=[CH:42][C:39]=2[S:40][CH:41]=1)(=[O:36])[CH3:35]>O1CCCC1>[Br:1][CH2:35][C:34]([C:37]1[C:38]2[CH:45]=[CH:44][CH:43]=[CH:42][C:39]=2[S:40][CH:41]=1)=[O:36]

参加物

4

反応物 2

HCID 143163-AcetylbenzothiopheneHCID 17977687Phenyltrimethylammonium bromide dibromide

生成物 1

HCID 27763411-(1-Benzothiophen-3-yl)-2-bromoethan-1-one収率 105.2%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

Phenyltrimethylammonium tribromide (26.32 g) was added in portions over 45 minutes at -5° C. under nitrogen to a stirred solution of 3-acetylbenzo[b]thiophen (12.34 g) in tetrahydrofuran (100 ml), then the mixture was stirred at ambient temperature for 1 hour. The resulting solid was collected by filtration, washed with ether (100 ml), dried in vacuo at ambient temperature, and crystallised from ethanol to give 3-(2-bromoacetyl)benzo[b]thiophen as a white solid (10.9 g).

後処理

  1. filtrationThe resulting solid was collected by filtration
  2. washwashed with ether (100 ml)
  3. customdried in vacuo at ambient temperature
  4. customcrystallised from ethanol

出典と根拠

ORDレコード
ord-0e71f0129730448488e796e0805809e6
出典データセット
uspto-grants-1999_02
特許番号
US05869492

反応ノート

読み込み中…