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Cesium carbonate → 1-Bromo-4-chloro-2-(difluoromethoxy)benzene

HRID 2178127
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HRID 2178127 반응식
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([Cl:8])=[CH:4][C:3]=1[OH:9].Cl[C:11]([F:16])([F:15])C([O-])=O.[Na+].C(=O)([O-])[O-].[Cs+].[Cs+]>CN(C=O)C.O.CC(OC)(C)C.O>[Cl:8][C:5]1[CH:6]=[CH:7][C:2]([Br:1])=[C:3]([O:9][CH:11]([F:16])[F:15])[CH:4]=1
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참가 물질

7

반응물 3

HCID 10796Cesium carbonateHCID 2734985Sodium chlorodifluoroacetateHCID 132842722-Bromo-5-chlorophenol

생성물 1

HCID 222953811-Bromo-4-chloro-2-(difluoromethoxy)benzene수율 98%

시약·촉매·용매 3

HCID 962Water용매HCID 15413tert-Butyl methyl ether
용매
HCID 21962138N,N-Dimethylformamide--water (1/1)용매

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온도
100 °C

실험 절차

To a solution of 2-bromo-5-chlorophenol (1 g, 4.8 mmol) in DMF/water (45 mL/5 mL) was added sodium chlorodifluoroacetate (1.95 g, 12.0 mmol) and cesium carbonate (3.14 g, 9.64 mmol), and the reaction mixture was heated to 100° C. for 4 hours. The reaction mixture was cooled and diluted with TBME (20 mL) and water (20 mL). The organic layer was collected, washed with saturated aqueous NaHCO3 solution, brine, dried over Na2SO4 and concentrated in vacuo to afford the title compound (1.21 g, 98%), which was used without further purification.

후처리

  1. temperatureThe reaction mixture was cooled
  2. customThe organic layer was collected
  3. washwashed with saturated aqueous NaHCO3 solution, brine
  4. dry with materialdried over Na2SO4
  5. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-745b371fd6164f158f4241b233667c74
출처 데이터셋
uspto-grants-2015_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09067922B2

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