Sodium Hydroxide → 3-(3-dimethylaminopropyl)-4,5,6,7-tetrahydro-1H-indole

HRID 1836121

반응식

HRID 1836121 반응식
[CH3:1][N:2]([CH3:17])[C:3](=O)[CH2:4][CH2:5][C:6]1[C:14]2[C:13](=O)[CH2:12][CH2:11][CH2:10][C:9]=2[NH:8][CH:7]=1.[H-].[Al+3].[Li+].[H-].[H-].[H-].[OH-].[Na+].S([O-])([O-])(=O)=O.[Na+].[Na+]>O1CCCC1.O>[CH3:17][N:2]([CH3:1])[CH2:3][CH2:4][CH2:5][C:6]1[C:14]2[CH2:13][CH2:12][CH2:11][CH2:10][C:9]=2[NH:8][CH:7]=1

참가 물질

7

반응물 4

HCID 14798Sodium HydroxideHCID 24436Sodium SulfateHCID 21226445Aluminium lithium hydrideHCID 22571143HCID 22571143, 화합물

생성물 1

HCID 111484413-(3-dimethylaminopropyl)-4,5,6,7-tetrahydro-1H-indole수율 90%

시약·촉매·용매 2

HCID 962Water용매2회HCID 8028Tetrahydrofuran용매

실험 절차

N,N-Dimethyl-3-(4-oxo-4,5,6,7-tetrahydro-1H-indol-3-yl)-propionamide (8 g, 0.034 mol) was suspended in 125 ml of tetrahydrofuran and lithium aluminum hydride (5.2 g, 0.136 mol) was slowly added. The mixture was refluxed over night, cooled in ice, and 5 ml of water and then 5 ml of 15% sodium hydroxide solution was slowly added. The mixture was stirred for 45 minutes. Water (15 ml) and sodium sulfate were added and the mixture filtered to remove solids. The solids were washed with ethyl acetate and the filtrate was concentrated to give dimethyl-[3-(4,5,6,7-tetrahydro-1H-indol-3-yl)-propyl]-amine (6.3 g, 90% yield).

후처리

  1. temperatureThe mixture was refluxed over night
  2. temperaturecooled in ice
  3. filtrationthe mixture filtered
  4. customto remove solids
  5. washThe solids were washed with ethyl acetate
  6. concentrationthe filtrate was concentrated

출처 및 근거

ORD 기록
ord-57587fae93fd4b91a63c9f8689843fe9
출처 데이터셋
uspto-grants-2004_08
특허 번호
US06777417B2

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