Pyridine → N-Acetyl-2-[4-(hexadecyloxy)phenoxy]-N-(2-pyridinylmethyl)acetamide

HRID 247998ノート

反応式

HRID 247998 の反応式
[CH2:1]([O:17][C:18]1[CH:35]=[CH:34][C:21]([O:22][CH2:23][C:24]([NH:26][CH2:27][C:28]2[CH:33]=[CH:32][CH:31]=[CH:30][N:29]=2)=[O:25])=[CH:20][CH:19]=1)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH3:16].[C:36](OC(=O)C)(=[O:38])[CH3:37].N1C=CC=CC=1>O>[C:36]([N:26]([CH2:27][C:28]1[CH:33]=[CH:32][CH:31]=[CH:30][N:29]=1)[C:24](=[O:25])[CH2:23][O:22][C:21]1[CH:20]=[CH:19][C:18]([O:17][CH2:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH3:16])=[CH:35][CH:34]=1)(=[O:38])[CH3:37]

参加物

5

反応物 3

HCID 1049PyridineHCID 7918Acetic AnhydrideHCID 190153632-[4-(Hexadecyloxy)phenoxy]-N-(2-pyridinylmethyl)acetamide

生成物 1

HCID 19016359N-Acetyl-2-[4-(hexadecyloxy)phenoxy]-N-(2-pyridinylmethyl)acetamide収率 48.1%

試薬・触媒・溶媒 1

HCID 962Water溶媒

反応条件

温度
110 °C

実験手順

A mixture of 0.70 g of product from Example 88, 2.96 g of acetic anhydride, 0.027 g of 4-N,N-dimethylaminopyridine and 15 ml of pyridine is heated at 110° C. for 35 hours and at reflux temperature for 57 hours. The reaction is poured into water and extracted with methylene chloride. The organic layer is washed with saturated sodium chloride, dried and concentrated in vacuo. The residue is purified by column chromatography (silica gel: 35% ethyl acetate/hexane) to give 0.366 g of product as light yellow crystals.

後処理

  1. temperatureat reflux temperature for 57 hours
  2. extractionextracted with methylene chloride
  3. washThe organic layer is washed with saturated sodium chloride
  4. customdried
  5. concentrationconcentrated in vacuo
  6. customThe residue is purified by column chromatography (silica gel: 35% ethyl acetate/hexane)

出典と根拠

ORDレコード
ord-45f12bc8f7f64e418b7813bec199d7ea
出典データセット
uspto-grants-1993_05
特許番号
US05208247

反応ノート

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