반응 #68311

ord-df34ff595be44ca7a2a241a02c99ab6e

반응 조건

상세 조건
See reaction.notes.procedure_details.

후처리

  1. 1
    기타was consumed
  2. 2
    추출The reaction mixture was extracted with EtOAc (×3)
  3. 3
    세척the combined organic layer was washed with brine
  4. 4
    건조dried over Na2SO4
  5. 5
    농축concentrated in vacuo
  6. 6
    기타The residue was purified by chromatography on silica gel (0→25% EtOAc-hexanes)

실험 절차

To a solution of 1-benzyl-2-isopropyl-6-methoxy-1H-indole-3-carbaldehyde (Compound 5, 608 mg, 1.98 mmol) in t-BuOH (15 ml), CH3CN (15 ml), and 2-methyl-2-butene (10 ml) was added a solution of KH2PO4 (5.4 g, 39.6 mmol) and NaClO2 (80%, 4.5 g, 39.6 mmol) in H2O (50 ml). The mixture was stirred at room temperature and additional 2-methyl-2-butene, KH2PO4, and NaClO2 were added at the above ratio every 16-24 h until the starting material was consumed. The reaction mixture was extracted with EtOAc (×3) and the combined organic layer was washed with brine, dried over Na2SO4, and concentrated in vacuo. The residue was purified by chromatography on silica gel (0→25% EtOAc-hexanes) to yield the title compound as a yellow solid.

출처

DOI: 10.6084/m9.figshare.5104873.v1특허: US08524917B2uspto-grants-2013_09