3-Phenylindole → 3-phenyl-2,3-dihydro-1H-indole

HRID 262287

반응식

HRID 262287 반응식
[C:1]1([C:7]2[C:15]3[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=3)[NH:9][CH:8]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.B(F)(F)F.F>C(O)C.[Pt]=O>[C:1]1([CH:7]2[C:15]3[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=3)[NH:9][CH2:8]2)[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

참가 물질

5

반응물 2

HCID 965023-PhenylindoleHCID 9855450Trifluoroborane Hydrofluoride

생성물 1

HCID 109323533-phenyl-2,3-dihydro-1H-indole

시약·촉매·용매 2

HCID 82844Platinum oxide (PtO)촉매HCID 702Ethanol용매

실험 절차

8.0 G of 3-phenylindole was dissolved in 120 ml of 96% ethanol and 60 ml of 48% hydrofluoroboric acid was added thereto. 0.4 G of platinum oxide was added to the mixture which was hydrogenated at 30 p.s.i. at room temperature for four hours. The catalyst was removed by filtration, the filtrate concentrated to 1/3 of the volume, basified with 50% aqueous sodium hydroxide and then extracted with ether. 6.7 G of a dark oil which was obtained from the ether extracts after removal of the solvent was chromatographed on silica gel to give 4.1 g of 3-phenylindoline as a pale yellow viscous oil.

후처리

  1. customThe catalyst was removed by filtration
  2. concentrationthe filtrate concentrated to 1/3 of the volume
  3. extractionextracted with ether
  4. custom6.7 G of a dark oil which was obtained from the ether
  5. customafter removal of the solvent
  6. customwas chromatographed on silica gel

출처 및 근거

ORD 기록
ord-a1337b93ee7d4de1b870012c7a502581
출처 데이터셋
uspto-grants-1979_05
특허 번호
US04153789

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