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Water → (1-Ethylpiperidin-4-yl)methanamine

HRID 1790503
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HRID 1790503 반응식
[H-].[Al+3].[Li+].[H-].[H-].[H-].[C:7]([N:10]1[CH2:15][CH2:14][CH:13]([CH2:16][NH2:17])[CH2:12][CH2:11]1)(=O)[CH3:8].O.[OH-].[Na+]>O1CCCC1.C(OCC)(=O)C>[CH2:7]([N:10]1[CH2:15][CH2:14][CH:13]([CH2:16][NH2:17])[CH2:12][CH2:11]1)[CH3:8]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 4

HCID 962Water2회HCID 14798Sodium HydroxideHCID 126870221-(4-(Aminomethyl)piperidin-1-yl)ethan-1-oneHCID 21226445Aluminium lithium hydride

생성물 1

HCID 2794704(1-Ethylpiperidin-4-yl)methanamine수율 83.6%

시약·촉매·용매 2

HCID 8028Tetrahydrofuran
용매
2회
HCID 8857Ethyl Acetate용매

실험 절차

Lithium aluminum hydride (1.06 g) was suspended in tetrahydrofuran (70 ml) and the resultant suspension was stirred under nitrogen atmosphere under ice cooling. Next, 1-acetyl-4-aminomethylpiperidine (4.14 g). dissolved in tetrahydrofuran (30 ml) was added thereto and the resultant mixture was stirred at room temperature for 10 min and heated under reflux overnight. Then the reaction mixtures were ice-cooled and water (1.06 ml), a 5 N aqueous solution of sodium hydroxide (1.06 ml) and further water (3.18 ml) were successively added thereto. After stirring, the mixture was diluted with ethyl acetate and the insolubles were filtered off. The residue was purified by NH-silica gel column chromatography (chloroform/methanol system) to give the title compound (3.15 g) as a pale brown oil.

후처리

  1. additionwas added
  2. temperatureheated
  3. temperatureunder reflux overnight
  4. customThen the reaction mixtures
  5. temperaturecooled
  6. filtrationthe insolubles were filtered off
  7. customThe residue was purified by NH-silica gel column chromatography (chloroform/methanol system)

출처 및 근거

ORD 기록
ord-73405c1cfbe74fcaa850e38e2982bcb1
출처 데이터셋
uspto-grants-2006_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07071201B2

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