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

HRID 1836121

反応式

HRID 1836121 の反応式
[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

参加物

7

反応物 4

HCID 14798Sodium HydroxideHCID 24436Sodium SulfateHCID 21226445Aluminium lithium hydrideHCID 22571143HCID 22571143、化合物

生成物 1

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

試薬・触媒・溶媒 2

HCID 962Water溶媒2 回HCID 8028Tetrahydrofuran溶媒

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-57587fae93fd4b91a63c9f8689843fe9
出典データセット
uspto-grants-2004_08
特許番号
US06777417B2

関連ノート

読み込み中…