Phenyltrimethylammonium bromide dibromide → 5-(Bromoacetyl)-2,3-dimethoxybenzonitrile

HRID 725372

反応式

HRID 725372 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:36]1[C:37]([O:47][CH3:48])=[C:38]([O:45][CH3:46])[CH:39]=[C:40]([C:42](=[O:44])[CH3:43])[CH:41]=1)#[N:35]>O1CCCC1>[Br:1][CH2:43][C:42]([C:40]1[CH:39]=[C:38]([O:45][CH3:46])[C:37]([O:47][CH3:48])=[C:36]([CH:41]=1)[C:34]#[N:35])=[O:44]

参加物

4

反応物 2

HCID 17977687Phenyltrimethylammonium bromide dibromideHCID 214589805-Acetyl-2,3-dimethoxybenzonitrile

生成物 1

HCID 214589615-(Bromoacetyl)-2,3-dimethoxybenzonitrile

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

実験手順

3.48 g or phenyltrimethylammonium bromide dibromide dissolved in 30 ml of tetrahydrofuran are added dropwise at room temperature within 45 minutes to 1.9 g of 5'-cyano-3',4'-dimethoxyacetophenone dissolved in 30 ml of tetrahydrofuran, whereupon the mixture is stirred for 30 minutes. Thereupon, the reaction mixture is poured into 120 ml or ice-water and extracted three times with 70 ml of methylene chloride. The combined methylene chloride phases are washed with 2N sulfuric acid, dried over sodium sulfate and evaporated. The residue is chromatographed on 20 g of silica gel with methylene chloride. After recrystallization from methylene chloride/hexane there is obtained 5-(bromoacetyl)-2,3-dimethoxybenzonitrile of m.p. 138°-141°.

後処理

  1. extractionextracted three times with 70 ml of methylene chloride
  2. washThe combined methylene chloride phases are washed with 2N sulfuric acid
  3. dry with materialdried over sodium sulfate
  4. customevaporated
  5. customThe residue is chromatographed on 20 g of silica gel with methylene chloride
  6. customAfter recrystallization from methylene chloride/hexane there

出典と根拠

ORDレコード
ord-b01e3ed9e6a04125b26424436d788a47
出典データセット
uspto-grants-1998_01
特許番号
US05705703

関連ノート

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