Butanal → HCID 19610404、化合物

HRID 1602109ノート

反応式

HRID 1602109 の反応式
[OH-].[K+].[NH:3]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[CH:5]=[C:4]1[CH:12]=O.[CH:14](=[O:18])[CH2:15][CH2:16][CH3:17].C(OC(C)C)(C)C>O.CCO>[CH2:16](/[C:15](=[CH:12]\[C:4]1[NH:3][C:11]2[C:6]([CH:5]=1)=[CH:7][CH:8]=[CH:9][CH:10]=2)/[CH:14]=[O:18])[CH3:17]

参加物

7

反応物 4

HCID 261ButanalHCID 7914Diisopropyl EtherHCID 14797Potassium HydroxideHCID 96389Indole-2-carboxaldehyde

生成物 1

HCID 19610404HCID 19610404、化合物収率 44%

試薬・触媒・溶媒 2

HCID 702Ethanol溶媒HCID 962Water溶媒

実験手順

To a solution of KOH pellets (0.4 g, 7.1 mmol) in H2O (5 ml), indole-2-carboxaldehyde (0.5 g, 3.44 mmol) in EtOH (45 ml) was added. After cooling to 0° C. butyraldehyde (0.31 ml, 3.44 mmol) was added and the reaction mixture was stirred at room temperature for 12 h. The ethanol was removed under vacuum and the aqueous solution was adjusted to pH 5 and extracted with EtOAc (3×10 ml). The combined organic layers were washed with brine (10 ml), dried over Na2SO4 and evaporated under vacuum. The residue was purified by flash-chromatography (hexane/EtOAc 7:3) to afford, after trituration with isopropyl ether, 0.3 g (44%) of the title compound.

後処理

  1. additionwas added
  2. customThe ethanol was removed under vacuum
  3. extractionextracted with EtOAc (3×10 ml)
  4. washThe combined organic layers were washed with brine (10 ml)
  5. dry with materialdried over Na2SO4
  6. customevaporated under vacuum
  7. customThe residue was purified by flash-chromatography (hexane/EtOAc 7:3)
  8. customto afford

出典と根拠

ORDレコード
ord-d38154107c59484f9425a2b0937e044d
出典データセット
uspto-grants-1999_11
特許番号
US05981525

反応ノート

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