Methanol → 2-[2-(5-Methyl-2-thienyl)ethoxy]ethanamine

HRID 1422276노트

반응식

HRID 1422276 반응식
B.O1CCCC1.[CH3:7][C:8]1[S:12][C:11]([CH2:13][CH2:14][O:15][CH2:16][C:17]([NH2:19])=O)=[CH:10][CH:9]=1.CO>O1CCCC1>[CH3:7][C:8]1[S:12][C:11]([CH2:13][CH2:14][O:15][CH2:16][CH2:17][NH2:19])=[CH:10][CH:9]=1

참가 물질

5

반응물 3

HCID 887MethanolHCID 2723981Borane;tetrahydrofuranHCID 187790562-[2-(5-Methyl-2-thienyl)ethoxy]acetamide

생성물 1

HCID 195934942-[2-(5-Methyl-2-thienyl)ethoxy]ethanamine

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

Borane-tetrahydrofuran solution (1.0 M in THF, 21.7 ml) was added dropwise to a stirred solution of the product from step b) (1.25 g) in dry tetrahydrofuran (100 ml). The reaction was heated at reflux under an inert atmosphere for 5 hours. The reaction was cooled and methanol (10ml) added cautiously. The solvents were removed in vacuo and the residue dissolved in methanol (100 ml) to which was added concentrated hydrochloric acid (sg. 1.18, 0.45 ml). This solution was heated at reflux for 15 min then the solvent removed in vacuo. The residue was purified by flash chromatography (dichloromethane: 5% methanol as eluant) to give the subtitle compound as a white solid (0.916 g).

후처리

  1. temperatureThe reaction was heated
  2. temperatureat reflux under an inert atmosphere for 5 hours
  3. temperatureThe reaction was cooled
  4. customThe solvents were removed in vacuo
  5. dissolutionthe residue dissolved in methanol (100 ml) to which
  6. additionwas added concentrated hydrochloric acid (sg. 1.18, 0.45 ml)
  7. temperatureThis solution was heated
  8. temperatureat reflux for 15 min
  9. customthe solvent removed in vacuo
  10. customThe residue was purified by flash chromatography (dichloromethane: 5% methanol as eluant)

출처 및 근거

ORD 기록
ord-e288d458902b43ffac886e3e11d4271e
출처 데이터셋
uspto-grants-2000_06
특허 번호
US06080869

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