(4-Fluorophenyl)hydrazine → 3-(4-chlorophenoxy)-5-fluoro-2-methyl-1H-indole

HRID 2233735

반응식

HRID 2233735 반응식
[Cl:1][C:2]1[CH:12]=[CH:11][C:5]([O:6][CH2:7][C:8](=O)[CH3:9])=[CH:4][CH:3]=1.[F:13][C:14]1[CH:19]=[CH:18][C:17]([NH:20]N)=[CH:16][CH:15]=1>C(O)C>[Cl:1][C:2]1[CH:12]=[CH:11][C:5]([O:6][C:7]2[C:18]3[C:17](=[CH:16][CH:15]=[C:14]([F:13])[CH:19]=3)[NH:20][C:8]=2[CH3:9])=[CH:4][CH:3]=1

참가 물질

4

반응물 2

HCID 69982(4-Fluorophenyl)hydrazineHCID 2398741-(4-Chlorophenoxy)acetone

생성물 1

HCID 117018033-(4-chlorophenoxy)-5-fluoro-2-methyl-1H-indole

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

1-(4-Chloro-phenoxy)-propan-2-one (2.05 g) was added to a stirred solution of (4-fluoro-phenyl)-hydrazine (1.4 g) in ethanol (30 ml) at RT. After 2 h, the solvent was removed under reduced pressure and the residue dissolved in DCM (30 ml). Phosphorus trichloride (1.06 ml) was added dropwise to the solution and after stirring at RT for 16 h the reaction was quenched with aq. sodium hydrogencarbonate solution. The mixture was extracted with DCM, the organics washed with water, dried and evaporated under reduced pressure. The residue was purified by chromatography on silica eluting with 20% ethylacetate/iso-hexane. Yield 0.75 g

후처리

  1. customthe solvent was removed under reduced pressure
  2. dissolutionthe residue dissolved in DCM (30 ml)
  3. additionPhosphorus trichloride (1.06 ml) was added dropwise to the solution
  4. customwas quenched with aq. sodium hydrogencarbonate solution
  5. extractionThe mixture was extracted with DCM
  6. washthe organics washed with water
  7. customdried
  8. customevaporated under reduced pressure
  9. customThe residue was purified by chromatography on silica eluting with 20% ethylacetate/iso-hexane

출처 및 근거

ORD 기록
ord-58e7debb475743fc80e44a9d88bdd9ce
출처 데이터셋
uspto-grants-2010_05
특허 번호
US07709521B2

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