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

HRID 2233735

反応式

HRID 2233735 の反応式
[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

参加物

4

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

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

後処理

  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

出典と根拠

ORDレコード
ord-58e7debb475743fc80e44a9d88bdd9ce
出典データセット
uspto-grants-2010_05
特許番号
US07709521B2

関連ノート

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