Iodoethane → HCID 16063552, 화합물

HRID 1993930노트

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HRID 1993930 반응식
[C:1]1([N:7]2[C:15](=[O:16])[C:14]3[CH2:13][CH2:12][CH2:11][CH2:10][C:9]=3[NH:8]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.I[CH2:18][CH3:19]>CN(C=O)C>[CH2:18]([N:8]1[C:9]2[CH2:10][CH2:11][CH2:12][CH2:13][C:14]=2[C:15](=[O:16])[N:7]1[C:1]1[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1)[CH3:19]

참가 물질

4

반응물 2

HCID 6340IodoethaneHCID 31161752-Phenyl-1,2,4,5,6,7-hexahydro-indazol-3-one

생성물 1

HCID 16063552HCID 16063552, 화합물

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

반응 조건

온도
100 °C

실험 절차

To a solution of 2-phenyl-1,2,4,5,6,7-hexahydro-indazol-3-one (0.1 g) in DMF (1 mL) was added iodoethane (0.073 mL) and the mixture was placed into a pressure bomb and sealed. The reaction vessel was then heated in an oil bath to 100° C. over three days. The reaction vessel was then cooled and the DMF was evaporated in vacuo. The residue was dissolved in EtOAc and saturated and washed with saturated sodium bicarbonate solution. The phases were separated and the aqueous solution was extracted with EtOAc another two times at neutral pH. The combined organic phases were washed with brine, dried over sodium sulfate, filtered and evaporated in vacuo to afford a crude residue. Flash column chromatography over silica gel using ISCO combiflash chromatography and eluting with EtOAc/heptane and 3% AcOH afforded the desired 1-ethyl-2-phenyl-1,2,4,5,6,7-hexahydro-indazol-3-one (0.084 g) as a light brown solid. MS (ESI+): MS (ESI+): 243.4 [M+H]+).

후처리

  1. customsealed
  2. temperatureThe reaction vessel was then cooled
  3. customthe DMF was evaporated in vacuo
  4. dissolutionThe residue was dissolved in EtOAc
  5. washsaturated and washed with saturated sodium bicarbonate solution
  6. customThe phases were separated
  7. extractionthe aqueous solution was extracted with EtOAc another two times at neutral pH
  8. washThe combined organic phases were washed with brine
  9. dry with materialdried over sodium sulfate
  10. filtrationfiltered
  11. customevaporated in vacuo
  12. customto afford a crude residue
  13. washFlash column chromatography over silica gel using ISCO combiflash chromatography and eluting with EtOAc/heptane and 3% AcOH

출처 및 근거

ORD 기록
ord-e943aff45eba4799801c7ac4ca4a0fff
출처 데이터셋
uspto-grants-2010_01
특허 번호
US07652057B2

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