Potassium Carbonate → HCID 15745003、化合物

HRID 1648285ノート

反応式

HRID 1648285 の反応式
[CH2:1]([NH:4][CH:5]1[CH2:14][C:13]2=[CH:15][CH:16]=[CH:17][C:11]3=[C:12]2[N:7]([CH2:8][CH2:9][CH2:10]3)[CH2:6]1)[CH2:2][CH3:3].[CH2:18](I)[CH2:19][CH3:20].C(=O)([O-])[O-].[K+].[K+].[OH-].[Na+]>CN(C)C=O.C(OCC)(=O)C>[CH2:1]([N:4]([CH2:18][CH2:19][CH3:20])[CH:5]1[CH2:14][C:13]2=[CH:15][CH:16]=[CH:17][C:11]3=[C:12]2[N:7]([CH2:8][CH2:9][CH2:10]3)[CH2:6]1)[CH2:2][CH3:3]

参加物

7

反応物 4

HCID 11430Potassium Carbonate2 回HCID 14798Sodium HydroxideHCID 336431-Iodopropane2 回HCID 15745002HCID 15745002、化合物

生成物 1

HCID 15745003HCID 15745003、化合物収率 79.5%

試薬・触媒・溶媒 2

HCID 6228Dimethylformamide溶媒HCID 8857Ethyl Acetate溶媒

反応条件

温度
90 °C

実験手順

A mixture of 2,3,6,7-tetrahydro-N-propyl-1H,5H-benzo(ij)quinolizin-2-amine (2.33 g, 0.01 tool), propyl iodide (5.16 g, 0.03 tool) and anhydrous potassium carbonate (3 g, 0.02 tool) in dimethylformamide (75 mL) was stirred for 5 hours at 90° C. At this time additional propyl iodide (1.72 g, 0.01 mol) and potassium carbonate (0.5 g, 0.0036 mol) were added and the reaction was continued for an additional 2 hours. The reaction was cooled, filtered to remove inorganic material, and the solvent was removed under reduced pressure. The product was partitioned between ethyl acetate (800 mL) and 4N sodium hydroxide (20 mL, 0.08 mol), the organic layer concentrated, filtered, and chromatographed on silica gel in 5-30% ethyl acetate:hexane to give 2.19 g of 2,3,6,7-tetrahydro-N,N-dipropyl-1H,5H-benzo(ij)quinolizin-2-amine.

後処理

  1. waitthe reaction was continued for an additional 2 hours
  2. temperatureThe reaction was cooled
  3. filtrationfiltered
  4. customto remove inorganic material
  5. customthe solvent was removed under reduced pressure
  6. concentrationthe organic layer concentrated
  7. filtrationfiltered
  8. customchromatographed on silica gel in 5-30% ethyl acetate

出典と根拠

ORDレコード
ord-591497503df14e2286c02fe00b8b16d7
出典データセット
uspto-grants-1995_07
特許番号
US05436240

反応ノート

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