Trifluoroacetic acid → 3-(2-Aminoethyl)benzonitrile

HRID 2239585ノート

反応式

HRID 2239585 の反応式
[C:1]([C:3]1[CH:4]=[C:5]([CH2:9][CH2:10][NH:11]C(=O)OC(C)(C)C)[CH:6]=[CH:7][CH:8]=1)#[N:2].C(O)(C(F)(F)F)=O>C(Cl)Cl>[NH2:11][CH2:10][CH2:9][C:5]1[CH:4]=[C:3]([CH:8]=[CH:7][CH:6]=1)[C:1]#[N:2]

参加物

4

反応物 2

HCID 6422Trifluoroacetic acidHCID 86617889Tert-butyl [2-(3-cyanophenyl)ethyl]carbamate

生成物 1

HCID 118159283-(2-Aminoethyl)benzonitrile収率 71.7%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

tert-Butyl [2-(3-cyanophenyl)ethyl]carbamate (0.949 g, 3.853 mmol) was dissolved in DCM (5 mL) and TFA (4 mL) and stirred at rt for 2 h. The mixture was concentrated and redissolved in EtOAc. The mixture was washed with saturated aqueous K2CO3, dried over Na2SO4, filtered and evaporated affording the title compound (0.40 g, 71.7%). 1H NMR (500 MHz, CDCl3): δ 1.18 (bs, 2H), 2.79 (t, 2H), 3.00 (t, 2H), 7.39-7.47 (m, 2H), 7.50-7.53 (m, 2H); 13C NMR (125 MHz, CDCl3): δ 39.81, 43.42, 112.74, 119.17, 129.47, 130.24, 132.57, 133.66, 141.67.

後処理

  1. concentrationThe mixture was concentrated
  2. dissolutionredissolved in EtOAc
  3. washThe mixture was washed with saturated aqueous K2CO3
  4. dry with materialdried over Na2SO4
  5. filtrationfiltered
  6. customevaporated

出典と根拠

ORDレコード
ord-bca7ac4cc7284bf0bcc89c1bfa41f632
出典データセット
uspto-grants-2010_05
特許番号
US07723333B2

反応ノート

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