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Water → [(2R)-1-(2-methylpropyl)pyrrolidin-2-yl]methanamine

HRID 567826
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HRID 567826 반응식
[H-].[Al+3].[Li+].[H-].[H-].[H-].[CH2:7]([N:11]1[CH2:15][CH2:14][CH2:13][C@@H:12]1[C:16]([NH2:18])=O)[CH:8]([CH3:10])[CH3:9].O.[OH-].[Na+]>O1CCCC1>[CH2:7]([N:11]1[CH2:15][CH2:14][CH2:13][C@@H:12]1[CH2:16][NH2:18])[CH:8]([CH3:10])[CH3:9]
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참가 물질

6

반응물 4

HCID 962Water2회HCID 14798Sodium HydroxideHCID 21226445Aluminium lithium hydrideHCID 45116023(R)-1-Isobutylpyrrolidine-2-carboxamide

생성물 1

HCID 59900551[(2R)-1-(2-methylpropyl)pyrrolidin-2-yl]methanamine

시약·촉매·용매 1

HCID 8028Tetrahydrofuran
용매
3회

실험 절차

Lithium aluminum hydride [1.0mol soln. in tetrahydrofuran] (11.52 ml, 11.52 mmol) was added to a solution of (2R)-1-isobutyl-2-pyrrolidinecarboxamide (1.3 g, 7.68 mmol) [see preparation 59] in tetrahydrofuran (5 ml) @0° C. The reaction mixture was stirred for 10 mins and then heated to reflux for 6 hrs. Water (0.5 ml) was added to the cooled mixture followed by sodium hydroxide (1.5 ml) and water (1.5 ml). Tetrahydrofuran (10 ml) was added and the mixture was stirred at room temperature for 1 hr. The aluminum salts were removed by filtration and washed well with diethyl ether. The filtrate was then evaporated under reduced pressure to afford the title compound as a white solid, 705 mg, (58%).

후처리

  1. temperatureheated
  2. temperatureto reflux for 6 hrs
  3. stirringthe mixture was stirred at room temperature for 1 hr
  4. customThe aluminum salts were removed by filtration
  5. washwashed well with diethyl ether
  6. customThe filtrate was then evaporated under reduced pressure

출처 및 근거

ORD 기록
ord-353e72b55f9144b49667725b3243e755
출처 데이터셋
uspto-grants-2001_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06180627B2

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