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

HRID 1883637
ノート
印刷プレビュー

反応式

HRID 1883637 の反応式
[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]
参加物実験手順後処理出典と根拠反応ノート

参加物

7

反応物 2

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

生成物 1

HCID 235082132-Methyl-5-phenylbenzylamine収率 82.6%

試薬・触媒・溶媒 4

HCID 935Nickel触媒HCID 702Ethanol溶媒HCID 962Water溶媒
HCID 31275
1,4-Dioxane
溶媒

実験手順

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.

後処理

  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.)

出典と根拠

ORDレコード
ord-9b56c1dae3c44bddac9e06defce4dde5
出典データセット
uspto-grants-2004_07
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06762197B2

反応ノート

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