Water → 4-Bromo-2-nitro-1-phenoxybenzene

HRID 16175

反応式

HRID 16175 の反応式
C([O-])([O-])=O.[Cs+].[Cs+].[C:7]1([OH:13])[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1.Br[C:15]1[CH:20]=[CH:19][C:18]([Br:21])=[CH:17][C:16]=1[N+:22]([O-:24])=[O:23].O>C1COCC1.C(OCC)(=O)C>[Br:21][C:18]1[CH:19]=[CH:20][C:15]([O:13][C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=2)=[C:16]([N+:22]([O-:24])=[O:23])[CH:17]=1

参加物

7

反応物 4

HCID 962WaterHCID 996PhenolHCID 10796Cesium carbonateHCID 770041,4-Dibromo-2-nitrobenzene

生成物 1

HCID 161094494-Bromo-2-nitro-1-phenoxybenzene収率 108.8%

試薬・触媒・溶媒 2

HCID 8028Tetrahydrofuran溶媒HCID 8857Ethyl Acetate溶媒

実験手順

Cs2CO3 (4 g, 12.3 mmol) was added to a solution of phenol (1 g, 10.6 mmol) in 50 mL of THF under N2 atmosphere. After stirring for 15 min. 1,4-dibromo-2-nitrobenzene (2.81 g, 10 mmol) was added. The resulting mixture was heated to reflux and stirred overnight at reflux. Water and ethyl acetate were added, followed by extraction with ethyl acetate (3×). The combined organic layers were washed with water and brine, dried (Na2SO4) and evaporated to give the crude compound (3.2 g, 75%).

後処理

  1. temperatureThe resulting mixture was heated
  2. temperatureto reflux
  3. stirringstirred overnight
  4. temperatureat reflux
  5. extractionfollowed by extraction with ethyl acetate (3×)
  6. washThe combined organic layers were washed with water and brine
  7. dry with materialdried (Na2SO4)
  8. customevaporated

出典と根拠

ORDレコード
ord-efae84e757614749b3b88bf9a2fe4d09
出典データセット
uspto-grants-2010_06
特許番号
US07737136B2

関連ノート

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