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

HRID 565679

반응식

HRID 565679 반응식
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

참가 물질

6

반응물 4

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

생성물 1

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

시약·촉매·용매 1

HCID 176Acetic Acid용매

반응 조건

온도
120 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-962fd7bdf84944b1a7453bfae665d5d4
출처 데이터셋
uspto-grants-2001_01
특허 번호
US06172085B2

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