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

HRID 5026노트

반응식

HRID 5026 반응식
[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

참가 물질

6

반응물 3

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

생성물 1

HCID 4130151,3-Benzodioxole-5-propanamine수율 85%

시약·촉매·용매 2

HCID 962Water용매HCID 8028Tetrahydrofuran용매2회

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-34fa8b341ee347298276cad877914064
출처 데이터셋
uspto-grants-1993_09
특허 번호
US05242944

반응 노트

불러오는 중…