Benzene → N,N-diallyl-4-bromoaniline

HRID 979797

反応式

HRID 979797 の反応式
[OH-].[Na+].[CH:3]1[CH:8]=CC=C[CH:4]=1.[Br:9][C:10]1[CH:16]=[CH:15][C:13]([NH2:14])=[CH:12][CH:11]=1.[CH2:17](Br)[CH:18]=[CH2:19]>O.[Br-].C([N+](C)(C)C)CCCCCCCCCCCCC>[CH2:8]([N:14]([CH2:19][CH:18]=[CH2:17])[C:13]1[CH:15]=[CH:16][C:10]([Br:9])=[CH:11][CH:12]=1)[CH:3]=[CH2:4]

参加物

7

反応物 4

HCID 241BenzeneHCID 78074-BromoanilineHCID 7841Allyl bromideHCID 14798Sodium Hydroxide

生成物 1

HCID 13605501N,N-diallyl-4-bromoaniline

試薬・触媒・溶媒 2

HCID 14250Tetradecyltrimethylammonium bromide触媒HCID 962Water溶媒

実験手順

To a solution of 150 g of sodium hydroxide pastilles in 300 ml of water was added at room temperature a solution of 300 ml of benzene, 11.8 g of tetradecyl trimethyl ammonium bromide, 60.2 g of 4-bromoaniline and 60 ml of allyl bromide and the mixture was stirred at room temperature for 87 hours and was then extracted with ethyl acetate. The organic phase was washed with water, dried and evaporated to dryness under reduced pressure. The 89 g of oil residue was chromatographed over silica gel and eluted with cyclohexane to obtain 81.7 g of N,N-diallyl-4-bromoaniline in the form of a yellow liquid boiling at 105° C. at 0.1 mm Hg.

後処理

  1. extractionwas then extracted with ethyl acetate
  2. washThe organic phase was washed with water
  3. customdried
  4. customevaporated to dryness under reduced pressure
  5. customThe 89 g of oil residue was chromatographed over silica gel
  6. washeluted with cyclohexane

出典と根拠

ORDレコード
ord-a4679a9d75484e228ee09e7c0adfceb8
出典データセット
uspto-grants-1987_01
特許番号
US04634695

関連ノート

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