4-Chlorobenzonitrile → 4-(1-pyrrolidinyl)benzonitrile

HRID 1505165ノート

反応式

HRID 1505165 の反応式
Cl[C:2]1[CH:9]=[CH:8][C:5]([C:6]#[N:7])=[CH:4][CH:3]=1.[NH:10]1[CH2:14][CH2:13][CH2:12][CH2:11]1>>[N:10]1([C:2]2[CH:9]=[CH:8][C:5]([C:6]#[N:7])=[CH:4][CH:3]=2)[CH2:14][CH2:13][CH2:12][CH2:11]1

参加物

3

反応物 2

HCID 121634-ChlorobenzonitrileHCID 31268Pyrrolidine

生成物 1

HCID 49612714-(1-pyrrolidinyl)benzonitrile収率 33%

反応条件

温度
100 °C

実験手順

To commercially available 4-chlorobenzonitrile 17 (5 g, 36 mmol) 12 ml of pyrrolidine were added and the reaction was heated at 100° C. for 24 hours in closed vessel. The reaction was evaporated and the residue was dissolved in AcOEt and washed with water and brine. The purification of the crude residue by chromatographic column using AcOEt 1/Petroleum ether 9 as eluant gave 1.68 g of a pale yellow solid. Yield=33% 1HNMR (DMSO, 200 MHz) δ 1.96 (4H, m), 3.28 (4H, m), 6.58 (2H, d, J=9 Hz), 7.51 (2H, d, J=9 Hz)

後処理

  1. customThe reaction was evaporated
  2. dissolutionthe residue was dissolved in AcOEt
  3. washwashed with water and brine
  4. customThe purification of the crude residue by chromatographic column

出典と根拠

ORDレコード
ord-ce869e67e7f94ed1a50fdba6456bb80f
出典データセット
uspto-grants-2015_12
特許番号
US09216975B2

反応ノート

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