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Ethanol → 2-Methyl-5-phenylbenzylamine

HRID 1883638
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HRID 1883638 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].C(O)C.O.N>O1CCOCC1.[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 3

HCID 702Ethanol2회HCID 111715372-Methyl-5-phenylbenzonitrileHCID 12896473Azane;hydrate2회

생성물 1

HCID 235082132-Methyl-5-phenylbenzylamine수율 93.3%

시약·촉매·용매 3

HCID 935Nickel촉매2회HCID 962Water용매2회
HCID 312751,4-Dioxane용매

실험 절차

4.46 g (23.1 mmol) of 2-methyl-5-phenylbenzonitrile was dissolved in 26 ml of 1,4-dioxane and to this was added 5 ml of ethanol. To this solution was added 9 ml of 28 wt % ammonia water, and 3 g of a suspension of Raney nickel W2 (manufactured by Aldrich; 50 wt % in water). This mixture was stirred for 8 hours at room temperature under hydrogen atmosphere. To this mixture was further added 2 g of a suspension of Raney nickel W2 (manufactured by Aldrich; 50 wt % in water), 8 ml of 28 wt % ammonia water and 20 ml of ethanol, and the mixture was stirred for 4.5 hours at room temperature under hydrogen atmosphere. The reaction mixed was filtrated through celite, and the filtrate was concentrated. The residue was distilled by using Kugelrohl distillation apparatus (0.5 mmHg, set temperature: 216° C.), to obtain 4.25 g of 2-methyl-5-phenylbenzylamine.

후처리

  1. stirringthe mixture was stirred for 4.5 hours at room temperature under hydrogen atmosphere
  2. additionThe reaction mixed
  3. filtrationwas filtrated through celite
  4. concentrationthe filtrate was concentrated
  5. distillationThe residue was distilled
  6. distillationKugelrohl distillation apparatus (0.5 mmHg, set temperature: 216° C.)

출처 및 근거

ORD 기록
ord-516c299f5876434a91b32d53289176b2
출처 데이터셋
uspto-grants-2004_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06762197B2

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