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

HRID 262289

반응식

HRID 262289 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>Cl.[Zn]>[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

4

반응물 1

HCID 965023-Phenylindole

생성물 1

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

시약·촉매·용매 2

HCID 23994Zinc촉매2회HCID 313Hydrochloric Acid용매

반응 조건

온도
60 °C

실험 절차

1.3 G of 3-phenylindole was suspended in 100 ml of 20% aqueous hydrochloric acid. The mixture was heated to 60° C. while stirring vigorously and 20 g of zinc dust was added thereto in small portions over a period of 45 minutes. On completing the addition of zinc dust, the reaction mixture was heated to 100° C. and maintained at this temperature for one hour, filtered hot, and the filtrate cooled to room temperature and washed with ether. The aqueous layer was basified with 50% aqueous sodium hydroxide and the desired product was extracted with ether and then purified by column chromatography using silica gel. The 3-phenylindoline was obtained in a yield of 0.8 g as a yellow viscous oil.

후처리

  1. temperaturethe reaction mixture was heated to 100° C.
  2. temperaturemaintained at this temperature for one hour
  3. filtrationfiltered hot
  4. temperaturethe filtrate cooled to room temperature
  5. washwashed with ether
  6. extractionthe desired product was extracted with ether
  7. custompurified by column chromatography

출처 및 근거

ORD 기록
ord-408e9a76d31647578c20129546c09678
출처 데이터셋
uspto-grants-1979_05
특허 번호
US04153789

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