반응 #1465697

ord-16238e96814e4074828465a7a14e10c3

반응 방정식

CCOS(=O)(=O)c1ccc(C)cc1
ethyl p-toluenesulfonate
c1ccc2c(c1)ccn2C1CCNCC1
1-piperidin-4-yl-1H-indole
O=C([O-])[O-].[K+].[K+]
potassium carbonate
CCN1CCC(n2ccc3ccccc32)CC1
1-(1-Ethyl-piperidin-4-yl)-1H-indole

용매

반응 조건

상세 조건
See reaction.notes.procedure_details.

후처리

  1. 1
    온도The reaction was heated
  2. 2
    온도under reflux for 24 hours
  3. 3
    workup.STIRRINGwith stirring
  4. 4
    기타quenched with water
  5. 5
    추출extracted with methylene chloride (2×)
  6. 6
    기타dried
  7. 7
    기타evaporated
  8. 8
    기타to give a residue
  9. 9
    기타The residue was chromatographed on silica gel with toluene/acetone (50:50)
  10. 10
    기타to yield 360 mg straw colored material (53% of theory)

실험 절차

To a solution of 1-piperidin-4-yl-1H-indole (0.6 g, 3 mmol) in 5 mL of dry ethanol was added anhydrous potassium carbonate (680 mg, 4.9 mmol). After stirring for 15 minutes at ambient temperature, ethyl p-toluenesulfonate (0.48 mL,4.5 mmol) was added. The reaction was heated under reflux for 24 hours with stirring, quenched with water, extracted with methylene chloride (2×), dried and evaporated to give a residue. The residue was chromatographed on silica gel with toluene/acetone (50:50) to yield 360 mg straw colored material (53% of theory).

출처

DOI: 10.6084/m9.figshare.5104873.v1특허: US05668152uspto-grants-1997_09