1,3-Benzenediacetonitrile → 2-[3-(2-Aminoethyl)phenyl]ethanamine

HRID 2219113

反応式

HRID 2219113 の反応式
[C:1]1([CH2:10][C:11]#[N:12])[CH:6]=[CH:5][CH:4]=[C:3]([CH2:7][C:8]#[N:9])[CH:2]=1>CO.[Ni]>[C:3]1([CH2:7][CH2:8][NH2:9])[CH:4]=[CH:5][CH:6]=[C:1]([CH2:10][CH2:11][NH2:12])[CH:2]=1

参加物

4

反応物 1

HCID 693751,3-Benzenediacetonitrile

生成物 1

HCID 27496402-[3-(2-Aminoethyl)phenyl]ethanamine収率 96%

試薬・触媒・溶媒 2

HCID 935Nickel触媒HCID 887Methanol溶媒

実験手順

To a solution of 1,3-phenylenediacetonitrile (9.37 g, 60 mmol) in CH3OH (saturated with NH3, 150 mL) was added Raney-Ni (ca. 20 g, previously washed with CH3OH several times) and the mixture was hydrogenated at 45 psi on a Parr apparatus for 48 h. The reaction mixture was filtered through celite and the filtrate evaporated to give the crude product (9.45 g, 96%) as a light green oil: 1H NMR (CDCl3) δ 0.80-1.50 (br s, 4H), 2.70-2.76 (m, 4H), 2.94-2.99 (m, 4H), 7.01-7.07 (m, 3H), 7.18-7.26 (m, 1H). This was used in the next step without further purification.

後処理

  1. washpreviously washed with CH3OH several times) and the mixture
  2. filtrationThe reaction mixture was filtered through celite
  3. customthe filtrate evaporated

出典と根拠

ORDレコード
ord-2be0558de9314b8a91ece7d704e2cdb2
出典データセット
uspto-grants-2008_08
特許番号
US07414065B2

関連ノート

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