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Potassium Carbonate → 3-(2-Bromo-3-pyridyl)isoxazole

HRID 1517596
ノート
印刷プレビュー

反応式

HRID 1517596 の反応式
[Br:1][C:2]1[C:7]([C:8]2[CH:12]=[C:11]([Si](C)(C)C)[O:10][N:9]=2)=[CH:6][CH:5]=[CH:4][N:3]=1.C(=O)([O-])[O-].[K+].[K+]>CO>[Br:1][C:2]1[C:7]([C:8]2[CH:12]=[CH:11][O:10][N:9]=2)=[CH:6][CH:5]=[CH:4][N:3]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

4

反応物 2

HCID 11430Potassium CarbonateHCID 86653543[3-(2-Bromo-3-pyridyl)isoxazol-5-yl]-trimethyl-silane

生成物 1

HCID 582685393-(2-Bromo-3-pyridyl)isoxazole収率 29.8%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

To a solution of [3-(2-bromo-3-pyridyl)isoxazol-5-yl]-trimethyl-silane (620 mg, 2.09 mmol) in methanol (18 mL), potassium carbonate (29.12 mg, 208.59 μmoles) is added in one portion. The mixture is stirred at room temperature for 24 h. The solvent is removed in vacuum. The crude is partitioned between ethyl acetate and saturated solution of ammonium chloride. The organics are washed with water and dried over magnesium sulfate, filtered and concentrated under reduced pressure. The crude is purified by normal phase Isco chromatography using as eluent hexane/ethyl acetate from 66/33 to 50/50 as to give 140 mg of title compound as white solid. MS (m/z): 225/227 (M+1/M+3)

後処理

  1. customThe solvent is removed in vacuum
  2. customThe crude is partitioned between ethyl acetate and saturated solution of ammonium chloride
  3. washThe organics are washed with water
  4. dry with materialdried over magnesium sulfate
  5. filtrationfiltered
  6. concentrationconcentrated under reduced pressure
  7. customThe crude is purified by normal phase Isco chromatography

出典と根拠

ORDレコード
ord-3762ecac353d4183aab42dbb9ffbce72
出典データセット
uspto-grants-2012_07
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08232289B2

反応ノート

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