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4-Hydroxy-3-isobutyryl-6-isopropyl-pyran-2-one → 4-hydroxy-6-(propan-2-yl)-2H-pyran-2-one

HRID 639700
ノート
印刷プレビュー

反応式

HRID 639700 の反応式
[OH:1][C:2]1[CH:7]=[C:6]([CH:8]([CH3:10])[CH3:9])[O:5][C:4](=[O:11])[C:3]=1C(=O)C(C)C>S(=O)(=O)(O)O>[OH:1][C:2]1[CH:7]=[C:6]([CH:8]([CH3:9])[CH3:10])[O:5][C:4](=[O:11])[CH:3]=1
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

3

反応物 1

HCID 546965914-Hydroxy-3-isobutyryl-6-isopropyl-pyran-2-one

生成物 1

HCID 546868844-hydroxy-6-(propan-2-yl)-2H-pyran-2-one

試薬・触媒・溶媒 1

HCID 1118Sulfuric Acid溶媒

反応条件

温度
130 °C

実験手順

4-Hydroxy-3-isobutyryl-6-isopropyl-pyran-2-one (11.7 g, 52 mmol) was taken up in conc. Sulfuric acid (40 mL) and stirred at 130° C. for 15 mins. The dark oil obtained was left to cool to room temperature and was then cooled further to 0° C. in an ice bath before the addition of 200 mL crushed ice with stirring. The resulting solution was extracted with ethyl acetate (3×200 mL) and the combined organics were dried over sodium sulfate, filtered and evaporated in vacuo to a light brown oil that was purified by column chromatography using a gradient of pentane in ethyl acetate 3:1→30:70 as eluant to provide the title compound as a light brown oil which solidified on standing (6.1 g, 77%).

後処理

  1. customThe dark oil obtained
  2. waitwas left
  3. temperatureto cool to room temperature
  4. temperaturewas then cooled further to 0° C. in an ice bath before the addition of 200 mL
  5. customcrushed ice
  6. stirringwith stirring
  7. extractionThe resulting solution was extracted with ethyl acetate (3×200 mL)
  8. dry with materialthe combined organics were dried over sodium sulfate
  9. filtrationfiltered
  10. customevaporated in vacuo to a light brown oil that
  11. customwas purified by column chromatography

出典と根拠

ORDレコード
ord-4da823aa5c7f434c9a463d179636e301
出典データセット
uspto-grants-2010_04
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07691877B2

反応ノート

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