Pyridine → N-[2-(2-Pyridinyl)ethyl]-4-(tetradecyloxy)benzamide

HRID 247967

反応式

HRID 247967 の反応式
[NH2:1][CH2:2][CH2:3][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][N:5]=1.N1C=CC=CC=1.[CH2:16]([O:30][C:31]1[CH:39]=[CH:38][C:34]([C:35](Cl)=[O:36])=[CH:33][CH:32]=1)[CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH3:29]>C(Cl)Cl.C(Cl)(Cl)Cl>[N:5]1[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=1[CH2:3][CH2:2][NH:1][C:35](=[O:36])[C:34]1[CH:33]=[CH:32][C:31]([O:30][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH3:29])=[CH:39][CH:38]=1

参加物

6

反応物 3

HCID 1049PyridineHCID 759192-PyridineethanamineHCID 9998158Benzoyl chloride, 4-(tetradecyloxy)-

生成物 1

HCID 10478314N-[2-(2-Pyridinyl)ethyl]-4-(tetradecyloxy)benzamide収率 41.2%

試薬・触媒・溶媒 2

HCID 6212Chloroform溶媒HCID 6344Dichloromethane溶媒2 回

反応条件

温度
0 °C

実験手順

To a 0° solution of 2.54 g of 2-(2-aminoethyl)pyridine, 50 ml of methylene chloride and 6.42 ml of pyridine is added, dropwise, 7.0 g of product from Example 3 in 250 ml of methylene chloride. The reaction is stirred at 0° C. for 2 hours followed by 14 hours at room temperature. The reaction is diluted with chloroform, washed with saturated sodium bicarbonate, water and saturated sodium chloride, dried and concentrated in vacuo. The residue is purified by column chromatography (silica gel:75-100% ethyl acetate/hexane) to give 3.58 g of the desired product.

後処理

  1. waitfollowed by 14 hours at room temperature
  2. washwashed with saturated sodium bicarbonate, water and saturated sodium chloride
  3. customdried
  4. concentrationconcentrated in vacuo
  5. customThe residue is purified by column chromatography (silica gel:75-100% ethyl acetate/hexane)

出典と根拠

ORDレコード
ord-3d766805a00346a79f60fb0a4ee3c4ec
出典データセット
uspto-grants-1993_05
特許番号
US05208247

関連ノート

読み込み中…