Butanal → HCID 19610404, 화합물

HRID 1602109노트

반응식

HRID 1602109 반응식
[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]

참가 물질

7

반응물 4

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

생성물 1

HCID 19610404HCID 19610404, 화합물수율 44%

시약·촉매·용매 2

HCID 702Ethanol용매HCID 962Water용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-d38154107c59484f9425a2b0937e044d
출처 데이터셋
uspto-grants-1999_11
특허 번호
US05981525

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