Sodium Hydroxide → 1,3-Benzodioxole-5-propanamine

HRID 5026ノート

反応式

HRID 5026 の反応式
[CH2:1]1[O:9][C:8]2[CH:7]=[CH:6][C:5]([CH2:10][CH2:11][C:12]([NH2:14])=O)=[CH:4][C:3]=2[O:2]1.[H-].[H-].[H-].[H-].[Li+].[Al+3].[OH-].[Na+]>O1CCCC1.O>[CH2:1]1[O:9][C:8]2[CH:7]=[CH:6][C:5]([CH2:10][CH2:11][CH2:12][NH2:14])=[CH:4][C:3]=2[O:2]1

参加物

6

反応物 3

HCID 14798Sodium HydroxideHCID 149144873-(1,3-Benzodioxol-5-yl)propanamideHCID 21226445Aluminium lithium hydride

生成物 1

HCID 4130151,3-Benzodioxole-5-propanamine収率 85%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 8028Tetrahydrofuran溶媒2 回

実験手順

6.0 g of the above amide was dissolved in 100 ml of dry tetrahydrofuran, which was added dropwise to a suspension of 2.4 g of LiAlH4 in 150 ml of dry tetrahydrofuran. The reaction mixture was refluxed for 2 hours and 10 ml of 1N NaOH was added thereto. The mixture was filtered through a Celite layer to give solids, which were dissolved in 200 ml of distilled water. This solution was extracted twice with 200 ml of ethyl ether. The combined organic phase was dried over magnesium sulfate, concentrated and distilled under reduced pressure to provide 4.71 g(yield 85%) of 3-(3,4-methylenedioxyphenyl) propylamine, having the characteristics of: NMR(CDCl3, 200 MHz) δ1.34 (br s, 2H, NH2), 1.72(m, J=7 Hz, 2H, CH2), 2.57(t, J=7 Hz, 2H, CH2), 2.71(t, J=7 Hz, 2H, CH2N), 5.91(s, 2H, CH2O2), 6.59-6.74(s, 3H, ArH).

後処理

  1. temperatureThe reaction mixture was refluxed for 2 hours
  2. filtrationThe mixture was filtered through a Celite layer
  3. customto give solids, which
  4. extractionThis solution was extracted twice with 200 ml of ethyl ether
  5. dry with materialThe combined organic phase was dried over magnesium sulfate
  6. concentrationconcentrated
  7. distillationdistilled under reduced pressure

出典と根拠

ORDレコード
ord-34fa8b341ee347298276cad877914064
出典データセット
uspto-grants-1993_09
特許番号
US05242944

反応ノート

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