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Ethanol → 2-Methyl-5-phenylbenzylamine

HRID 1883638
ノート
印刷プレビュー

反応式

HRID 1883638 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].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]
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 3

HCID 702Ethanol2 回HCID 111715372-Methyl-5-phenylbenzonitrileHCID 12896473Azane;hydrate2 回

生成物 1

HCID 235082132-Methyl-5-phenylbenzylamine収率 93.3%

試薬・触媒・溶媒 3

HCID 935Nickel触媒2 回HCID 962Water溶媒2 回
HCID 312751,4-Dioxane溶媒

実験手順

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.

後処理

  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.)

出典と根拠

ORDレコード
ord-516c299f5876434a91b32d53289176b2
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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