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

HRID 262289

反応式

HRID 262289 の反応式
[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

参加物

4

反応物 1

HCID 965023-Phenylindole

生成物 1

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

試薬・触媒・溶媒 2

HCID 23994Zinc触媒2 回HCID 313Hydrochloric Acid溶媒

反応条件

温度
60 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-408e9a76d31647578c20129546c09678
出典データセット
uspto-grants-1979_05
特許番号
US04153789

関連ノート

読み込み中…