2-Naphthalenecarbonitrile → 1-(2-Naphthyl)methanamine

HRID 638224

反応式

HRID 638224 の反応式
[C:1]([C:3]1[CH:12]=[CH:11][C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=1)#[N:2].[OH-].[NH4+]>[Ni].C(O)C>[NH2:2][CH2:1][C:3]1[CH:12]=[CH:11][C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=1

参加物

5

反応物 2

HCID 119442-NaphthalenecarbonitrileHCID 14923Ammonium Hydroxide

生成物 1

HCID 1372821-(2-Naphthyl)methanamine

試薬・触媒・溶媒 2

HCID 935Nickel触媒HCID 702Ethanol溶媒

実験手順

A mixture of 10.0 g (65.3 mmole) 2-cyanonaphthalene, 2.0 g Raney Nickel, 100 ml ethanol and 9 ml concentrated ammonium hydroxide was hydrogenated at 36 psi (2.53 kg/cm2) for 4.5 days. The mixture was filtered and the filtrate concentrated in vacuo to an oil. The oil was distilled in vacuo to obtain the desired amine as a colorless liquid which solidified on standing. Yield 2.02 g. TLC on silica gel plates showed one spot at Rf 0.1 upon development with 19:1 chloroform/methanol.

後処理

  1. filtrationThe mixture was filtered
  2. concentrationthe filtrate concentrated in vacuo to an oil
  3. distillationThe oil was distilled in vacuo

出典と根拠

ORDレコード
ord-b5b1a16b04d347e780fddd3ad427385c
出典データセット
uspto-grants-1985_12
特許番号
US04560690

関連ノート

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