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Aluminium lithium hydride → N1,N1-diethyl-2,2-diphenylpropane-1,3-diamine

HRID 1685308
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HRID 1685308 반응식
[CH2:1]([N:3]([CH2:20][CH3:21])[CH2:4][C:5]([C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)[C:6]#[N:7])[CH3:2].[H-].[Al+3].[Li+].[H-].[H-].[H-]>C(OCC)C>[CH2:20]([N:3]([CH2:1][CH3:2])[CH2:4][C:5]([C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)([C:8]1[CH:9]=[CH:10][CH:11]=[CH:12][CH:13]=1)[CH2:6][NH2:7])[CH3:21]
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참가 물질

4

반응물 2

HCID 21226445Aluminium lithium hydrideHCID 467073363-(Diethylamino)-2,2-diphenylpropanenitrile

생성물 1

HCID 59200426N1,N1-diethyl-2,2-diphenylpropane-1,3-diamine수율 80.4%

시약·촉매·용매 1

HCID 3283Diethyl Ether용매2회

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온도
0 °C

실험 절차

A solution of 3-(diethylamino)-2,2-diphenylpropanenitrile (0.627 g, 2.25 mmol) in diethyl ether (5 mL) was slowly added to a suspension of lithium aluminum hydride (0.171 g, 4.50 mmol) in diethyl ether (5 mL) at 0° C. The resulting slurry was stirred at 0° C. for 1.5 hours. The reaction was then quenched by adding sodium sulphate decahydrate and stirring for 30 minutes. The reaction was then diluted with ethyl acetate and celite was added. The suspension was filtered and the filtrate was concentrated to dryness to give the title material (0.511 g, 80%) as an oil. LC/MS (M+H)+: 283. HPLC ret. time (Condition B): 1.602 min. 1H NMR (400 MHz, CDCl3) δ ppm: 0.81 (6H, t, J=7.07 Hz), 2.19 (4H, q, J=7.07 Hz), 3.18 (2H, s), 3.51 (2H, s) 7.16-7.20 (6H, m) 7.24-7.32 (4H, m).

후처리

  1. customThe reaction was then quenched
  2. additionby adding sodium sulphate decahydrate
  3. stirringstirring for 30 minutes
  4. additionThe reaction was then diluted with ethyl acetate and celite
  5. additionwas added
  6. filtrationThe suspension was filtered
  7. concentrationthe filtrate was concentrated to dryness

출처 및 근거

ORD 기록
ord-a670714e3091433ca50bebe99cd351c2
출처 데이터셋
uspto-grants-2012_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08148400B2

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