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Ethanol → (4-(Dimethylamino)butyl)(methyl)amine

HRID 927964
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인쇄 미리보기

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HRID 927964 반응식
[H-].[Al+3].[Li+].[H-].[H-].[H-].[CH3:7][N:8]([CH3:16])[CH2:9][CH2:10][CH2:11][CH2:12][NH:13][CH:14]=O.C(O)C>C1COCC1>[CH3:7][N:8]([CH3:16])[CH2:9][CH2:10][CH2:11][CH2:12][NH:13][CH3:14]
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참가 물질

5

반응물 3

HCID 702EthanolHCID 21226445Aluminium lithium hydrideHCID 54572491N-(4-dimethylaminobutyl)formamide2회

생성물 1

HCID 10419213(4-(Dimethylamino)butyl)(methyl)amine수율 61.5%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

반응 조건

온도
0 °C

실험 절차

A solution of lithium aluminium hydride in THF (1M, 28 mL) was added dropwise to a stirred, cooled solution of N-(4-dimethylaminobutyl)formamide (Intermediate 79, 2.7 g) in THF (60 mL) while maintaining the temperature at 0° C. under an atmosphere of nitrogen. On completion of the addition, the mixture was stirred and heated at 75° C. for 2 hours. The reaction mixture was cooled to 0° C. and ethanol was added then the mixture was evaporated to dryness. The residue was diluted with a mixture of diethyl ether and DCM (30%) and the solid was filtered off. The filtrate was evaporated to dryness to give N-(4-dimethylaminobutyl)-N-methylamine (1.5 g) as a yellow oil.

후처리

  1. additionOn completion of the addition
  2. temperatureheated at 75° C. for 2 hours
  3. temperatureThe reaction mixture was cooled to 0° C.
  4. customthe mixture was evaporated to dryness
  5. additionThe residue was diluted with a mixture of diethyl ether and DCM (30%)
  6. filtrationthe solid was filtered off
  7. customThe filtrate was evaporated to dryness

출처 및 근거

ORD 기록
ord-d304d75af0034ceebe5e417847e863c3
출처 데이터셋
uspto-grants-2016_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09290472B2

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