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2-Methyl-5-phenylbenzonitrile → 2-Methyl-5-phenylbenzylamine

HRID 1883637
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반응식

HRID 1883637 반응식
[CH3:1][C:2]1[CH:9]=[CH:8][C:7]([C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)=[CH:6][C:3]=1[C:4]#[N:5].O.N>O1CCOCC1.C(O)C.[Ni].O>[CH3:1][C:2]1[CH:9]=[CH:8][C:7]([C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)=[CH:6][C:3]=1[CH2:4][NH2:5]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 2

HCID 111715372-Methyl-5-phenylbenzonitrileHCID 12896473Azane;hydrate

생성물 1

HCID 235082132-Methyl-5-phenylbenzylamine수율 82.6%

시약·촉매·용매 4

HCID 935Nickel촉매HCID 702Ethanol용매HCID 962Water용매
HCID 31275
1,4-Dioxane
용매

실험 절차

1.0 g (5.17 mmol) of 2-methyl-5-phenylbenzonitrile (produced in the same manner as in the above-mentioned Reference Production Example 1 (2)) was dissolved in a mixed solvent of 8 ml of 1,4-dioxane and 8 ml of ethanol, and to this solution was added 1.0 g of a suspension of 2 ml of 28 wt % ammonia water and Raney nickel W2 (manufactured by Aldrich; 50 wt % in water). This mixture was stirred for 8 hours at room temperature under hydrogen atmosphere, then, filtrated through celite, and the celite was washed with ethanol and water. The filtrate and washed solution was combined and concentrated under reduced pressure, and the residue was distilled by using Kugelrohl distillation apparatus (0.5 mmHg, set temperature: 216° C.), to obtain 842 mg (4.27 mmol) of 2-methyl-5-phenylbenzylamine.

후처리

  1. filtrationfiltrated through celite
  2. washthe celite was washed with ethanol and water
  3. washThe filtrate and washed solution
  4. concentrationconcentrated under reduced pressure
  5. distillationthe residue was distilled
  6. distillationKugelrohl distillation apparatus (0.5 mmHg, set temperature: 216° C.)

출처 및 근거

ORD 기록
ord-9b56c1dae3c44bddac9e06defce4dde5
출처 데이터셋
uspto-grants-2004_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06762197B2

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