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Cesium carbonate → HCID 22669607, 화합물

HRID 1007481
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HRID 1007481 반응식
C[C:2]1[C:3]([CH3:10])=[C:4]([CH:6]=[CH:7][C:8]=1[OH:9])[OH:5].[C:11](=O)([O-])[O-].[Cs+].[Cs+].Br[CH2:18][C:19]([O:21][C:22]([CH3:25])([CH3:24])[CH3:23])=[O:20].C(=O)([O-])[O-].[K+].[K+]>CN(C=O)C.C1COCC1>[OH:5][C:4]1[C:3]([CH3:10])=[CH:2][C:8]([O:9][CH2:18][C:19]([O:21][C:22]([CH3:25])([CH3:24])[CH3:23])=[O:20])=[CH:7][C:6]=1[CH3:11]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 4

HCID 10796Cesium carbonateHCID 11430Potassium CarbonateHCID 691002,3-DimethylhydroquinoneHCID 79177tert-Butyl bromoacetate

생성물 1

HCID 22669607HCID 22669607, 화합물

시약·촉매·용매 2

HCID 6228Dimethylformamide용매
HCID 8028
Tetrahydrofuran
용매

실험 절차

10 g of dimethylhydroquinone are dissolved in 750 ml of a mixture of 40% DMF and 60% THF and treated with 117 g of caesium carbonate. 14.1 g of tert-butyl bromoacetate are added dropwise at −25° C. and the reaction mixture is stirred for 17 hours at room temperature. After addition of 10 g of potassium carbonate the reaction mixture is stirred for 24 hours at room temperature, poured onto water and extracted twice with ethyl acetate. The combined organic phases are washed with NaCl solution, dried over sodium sulphate and the solvent is removed in vacuo. By chromatographic purification (cyclohexane/ethyl acetate) 1.27 g of tert-butyl (4-hydroxy-3,5-dimethylphenoxy)acetate are obtained.

후처리

  1. stirringis stirred for 24 hours at room temperature
  2. additionpoured onto water
  3. extractionextracted twice with ethyl acetate
  4. washThe combined organic phases are washed with NaCl solution
  5. dry with materialdried over sodium sulphate
  6. customthe solvent is removed in vacuo
  7. customBy chromatographic purification (cyclohexane/ethyl acetate) 1.27 g of tert-butyl (4-hydroxy-3,5-dimethylphenoxy)acetate
  8. customare obtained

출처 및 근거

ORD 기록
ord-674c77ca14184f08af7aca4292817e68
출처 데이터셋
uspto-grants-2004_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06794406B2

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