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

HRID 16175

반응식

HRID 16175 반응식
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

참가 물질

7

반응물 4

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

생성물 1

HCID 161094494-Bromo-2-nitro-1-phenoxybenzene수율 108.8%

시약·촉매·용매 2

HCID 8028Tetrahydrofuran용매HCID 8857Ethyl Acetate용매

실험 절차

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%).

후처리

  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

출처 및 근거

ORD 기록
ord-efae84e757614749b3b88bf9a2fe4d09
출처 데이터셋
uspto-grants-2010_06
특허 번호
US07737136B2

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