Butanal → 2-Butyl-5-methoxy-1-indanone

HRID 7823

反応式

HRID 7823 の反応式
[OH-].[K+].[CH3:3][O:4][C:5]1[CH:6]=[C:7]2[C:11](=[CH:12][CH:13]=1)[C:10](=[O:14])[CH2:9][CH2:8]2.[CH:15](=O)[CH2:16][CH2:17][CH3:18]>[Pd].C(O)C>[CH2:15]([CH:9]1[CH2:8][C:7]2[C:11](=[CH:12][CH:13]=[C:5]([O:4][CH3:3])[CH:6]=2)[C:10]1=[O:14])[CH2:16][CH2:17][CH3:18]

参加物

6

反応物 3

HCID 261ButanalHCID 14797Potassium HydroxideHCID 787875-Methoxyindan-1-one

生成物 1

HCID 120457522-Butyl-5-methoxy-1-indanone収率 104.1%

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 702Ethanol溶媒

実験手順

Potassium hydroxide (0.44 g, 85% weight pure, 6.67 mmol) and 10% palladium on activated carbon (0.42 g) were added to a mixture of 5-methoxy-1-indanone (5.0 g, 30.8 mmol) and butyraldehyde (3.3 mL, 37 mmol) in ethanol (30 mL). The resulting mixture was stirred under an atmosphere of hydrogen at room temperature for 2 hours. The mixture was filtered and the filtrate evaporated under vacuum. The residue was partitioned between EtOAc (200 mL) and water (200 mL) containing 2N HCl (5 mL). The organic phase was washed with brine (100 mL), dried over MgSO4, filtered, and evaporated under vacuum to afford crude 2-butyl-5-methoxy-1-indanone (7.0 g) as an oil.

後処理

  1. filtrationThe mixture was filtered
  2. customthe filtrate evaporated under vacuum
  3. customThe residue was partitioned between EtOAc (200 mL) and water (200 mL)
  4. additioncontaining 2N HCl (5 mL)
  5. washThe organic phase was washed with brine (100 mL)
  6. dry with materialdried over MgSO4
  7. filtrationfiltered
  8. customevaporated under vacuum

出典と根拠

ORDレコード
ord-92a03a8e4c1e41349e525d8248b38466
出典データセット
uspto-grants-2006_08
特許番号
US07087599B2

関連ノート

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