Hydrochloric Acid → Octahydroindolizin-7-one

HRID 9885

반응식

HRID 9885 반응식
C(OC([N:8]1[CH2:12][CH2:11][CH2:10][CH:9]1[CH2:13][C:14](=[O:17])[CH:15]=[CH2:16])=O)(C)(C)C.Cl.C(=O)([O-])O.[Na+]>O1CCCC1>[CH2:10]1[CH:9]2[N:8]([CH2:16][CH2:15][C:14](=[O:17])[CH2:13]2)[CH2:12][CH2:11]1

참가 물질

5

반응물 3

HCID 313Hydrochloric AcidHCID 516892Sodium BicarbonateHCID 21988503Tert-butyl 2-(2-oxobut-3-EN-1-YL)pyrrolidine-1-carboxylate

생성물 1

HCID 11240524Octahydroindolizin-7-one수율 93%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

반응 조건

온도
70 °C

실험 절차

(±)-1-(t-Butoxycarbonyl)-2-(2-oxo-3-butenyl)pyrrolidine (140 mg (0.59 mmol), prepared as described in 2)) was dissolved in tetrahydrofuran (2 ml). To the solution was added an aqueous solution of 1N hydrochloric acid (1.76 ml, 1.76 mmol), and the resulting mixture was stirred at 70° C. for 4 hours. At the end of this time, to the reaction mixture was added a saturated aqueous solution of sodium hydrogencarbonate and the resulting mixture was extracted with dichloromethane. The organic layer was washed with water, dried over anhydrous magnesium sulfate and the solvent was removed by distillation under reduced pressure, to give the title compound (76 mg) as a light brown oil (yield 93%).

후처리

  1. extractionthe resulting mixture was extracted with dichloromethane
  2. washThe organic layer was washed with water
  3. dry with materialdried over anhydrous magnesium sulfate
  4. customthe solvent was removed by distillation under reduced pressure

출처 및 근거

ORD 기록
ord-bd1629c0454e45928b744802850b9f19
출처 데이터셋
uspto-grants-2006_08
특허 번호
US07091352B2

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