Ammonia → 1-(2-Chlorophenyl)-3-(2-aminopropyl)indole

HRID 1606509노트

반응식

HRID 1606509 반응식
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[N:8]1[C:16]2[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=2)[C:10]([CH2:17][C:18](=[N:20]O)[CH3:19])=[CH:9]1.[H-].[Al+3].[Li+].[H-].[H-].[H-].N>O1CCCC1>[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[N:8]1[C:16]2[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=2)[C:10]([CH2:17][CH:18]([NH2:20])[CH3:19])=[CH:9]1

참가 물질

5

반응물 3

HCID 222AmmoniaHCID 21226445Aluminium lithium hydrideHCID 539360231-(2-Chlorophenyl)-3-(2-hydroxyiminopropyl)indole

생성물 1

HCID 215434941-(2-Chlorophenyl)-3-(2-aminopropyl)indole

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

0.052 mole of 1-(2-chlorophenyl)-3-(2-hydroxyiminopropyl)indole is dissolved in 150 ml of dry tetrahydrofuran. 6 gms of lithium aluminium hydride are slowly added whilst refluxing for 3.5 hours. The reaction mixture is then poured on to a mixture of ice and ammonia and the product extracted with ether. The ethereal extract is treated with an N hydrochloric acid solution. The latter is then rendered alkaline with N soda solution. The turbid substance formed is extracted with ether, washed with water and dried. On removing the solvent the primary amine is obtained which, after recrystallisation from di-isopropyl ether, had a melting point of 79°C.

후처리

  1. temperaturewhilst refluxing for 3.5 hours
  2. extractionthe product extracted with ether
  3. extractionThe ethereal extract
  4. additionis treated with an N hydrochloric acid solution
  5. customThe turbid substance formed
  6. extractionis extracted with ether
  7. washwashed with water
  8. customdried
  9. customOn removing the solvent the primary amine
  10. customis obtained which
  11. customafter recrystallisation from di-isopropyl ether

출처 및 근거

ORD 기록
ord-fa8c8ed403c24d4ca0e625101526634f
출처 데이터셋
uspto-grants-1976_04
특허 번호
US03953442

반응 노트

불러오는 중…