4-Methyl-3-oxopentanoic acid → 4-Hydroxy-3-isobutyryl-6-isopropyl-pyran-2-one

HRID 639699ノート

反応式

HRID 639699 の反応式
[CH3:1][CH:2]([CH3:9])[C:3](=[O:8])[CH2:4][C:5]([OH:7])=[O:6]>C1COCC1>[OH:6][C:5]1[CH:4]=[C:3]([CH:2]([CH3:9])[CH3:1])[O:6][C:5](=[O:7])[C:4]=1[C:3](=[O:8])[CH:2]([CH3:9])[CH3:1]

参加物

3

反応物 1

HCID 4400244-Methyl-3-oxopentanoic acid

生成物 1

HCID 546965914-Hydroxy-3-isobutyryl-6-isopropyl-pyran-2-one収率 82.8%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

4-Methyl-3-oxo-pentanoic acid (16.4 g, 126 mmol) was taken up in THF (200 mL) at room temperature under a nitrogen atmosphere, and 1,1-carbonyldiimidazole (22.4 g, 138 mmol) was added in one portion. The reuslting yellow solution was stirred at room temperature for 16 h, and then concentrated in vacuo and the residue diluted with DCM (200 mL). The solution was washed with 2N HCl (100 mL) and water (100 mL) and the aqueous was re-extracted with DCM (50 mL). The combined organics were dried over sodium sulfate and were then concentrated in vacuo to give the title compound as a yellow oil (11.7 g, 80%).

後処理

  1. concentrationconcentrated in vacuo
  2. additionthe residue diluted with DCM (200 mL)
  3. washThe solution was washed with 2N HCl (100 mL) and water (100 mL)
  4. extractionthe aqueous was re-extracted with DCM (50 mL)
  5. dry with materialThe combined organics were dried over sodium sulfate
  6. concentrationwere then concentrated in vacuo

出典と根拠

ORDレコード
ord-d30cd95f9da34563856ff9331506c192
出典データセット
uspto-grants-2010_04
特許番号
US07691877B2

反応ノート

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