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Cesium carbonate → HCID 22669607、化合物

HRID 1007481
ノート
印刷プレビュー

反応式

HRID 1007481 の反応式
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]
参加物実験手順後処理出典と根拠反応ノート

参加物

7

反応物 4

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

生成物 1

HCID 22669607HCID 22669607、化合物

試薬・触媒・溶媒 2

HCID 6228Dimethylformamide溶媒
HCID 8028
Tetrahydrofuran
溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-674c77ca14184f08af7aca4292817e68
出典データセット
uspto-grants-2004_09
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06794406B2

反応ノート

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