Trifluoroacetic acid → 1-Phenyl-3-(1,2,3,6-tetrahydro-4-pyridyl)-1H-indole

HRID 565679

反応式

HRID 565679 の反応式
Cl.O.[NH:3]1[CH2:8][CH2:7][C:6](=O)[CH2:5][CH2:4]1.FC(F)(F)C(O)=O.[C:17]1([N:23]2[C:31]3[C:26](=[CH:27][CH:28]=[CH:29][CH:30]=3)[CH:25]=[CH:24]2)[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1.O.N>C(O)(=O)C>[C:17]1([N:23]2[C:31]3[C:26](=[CH:27][CH:28]=[CH:29][CH:30]=3)[C:25]([C:6]3[CH2:5][CH2:4][NH:3][CH2:8][CH:7]=3)=[CH:24]2)[CH:18]=[CH:19][CH:20]=[CH:21][CH:22]=1

参加物

6

反応物 4

HCID 6422Trifluoroacetic acidHCID 1820291-Phenyl-1H-indoleHCID 2723901PiperonylamineHCID 12896473Azane;hydrate

生成物 1

HCID 221111271-Phenyl-3-(1,2,3,6-tetrahydro-4-pyridyl)-1H-indole収率 63%

試薬・触媒・溶媒 1

HCID 176Acetic Acid溶媒

反応条件

温度
120 °C

実験手順

To a heated (110° C.) mixture of 4-piperidone monohydrate hydrochloride (8.2 g), acetic acid (15 mL) and trifluoroacetic acid (30 mL) was added 1-phenyl-1H-indole (3.1 g) under nitrogen atmosphere over a period of 25 min. The mixture was stirred for 30 minutes at 120° C., then cooled and poured into ice. This was neutralized with conc. ammonia water under cooling and the product was extracted thrice with ethyl acetate. The combined extract was washed with water followed by saturated aqueous sodium chloride solution, dried over anhydrous magnesium sulfate, filtered and evaporated. The residue was provided for the next reaction without further purification. Yield 63%. Amorphous.

後処理

  1. temperatureTo a heated
  2. temperaturecooled
  3. additionpoured into ice
  4. temperatureunder cooling
  5. extractionthe product was extracted thrice with ethyl acetate
  6. extractionThe combined extract
  7. washwas washed with water
  8. dry with materialdried over anhydrous magnesium sulfate
  9. filtrationfiltered
  10. customevaporated
  11. customThe residue was provided for the next reaction without further purification

出典と根拠

ORDレコード
ord-962fd7bdf84944b1a7453bfae665d5d4
出典データセット
uspto-grants-2001_01
特許番号
US06172085B2

関連ノート

読み込み中…