Pyridine → N-Acetyl-N-(2-pyridinylmethyl)-4-(tetradecyloxy)benzamide

HRID 247915

反応式

HRID 247915 の反応式
[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[CH2:7][NH:8][C:9](=[O:31])[C:10]1[CH:15]=[CH:14][C:13]([O: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][CH2:29][CH3:30])=[CH:12][CH:11]=1.[C:32](OC(=O)C)(=[O:34])[CH3:33].N1C=CC=CC=1>CN(C)C1C=CN=CC=1.O>[C:32]([N:8]([CH2:7][C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][N:1]=1)[C:9](=[O:31])[C:10]1[CH:11]=[CH:12][C:13]([O: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][CH2:29][CH3:30])=[CH:14][CH:15]=1)(=[O:34])[CH3:33]

参加物

6

反応物 3

HCID 1049PyridineHCID 7918Acetic AnhydrideHCID 10093859N-(2-Pyridinylmethyl)-4-(tetradecyloxy)benzamide

生成物 1

HCID 11754296N-Acetyl-N-(2-pyridinylmethyl)-4-(tetradecyloxy)benzamide

試薬・触媒・溶媒 2

HCID 142844-(Dimethylamino)pyridine触媒HCID 962Water溶媒

実験手順

A mixture of 2.0 g of product from Example 4, 8.9 ml acetic anhydride, 0.0863 g 4-dimethylaminopyridine and 30 ml pyridine is heated at reflux temperature for 23 hours, cooled, poured into 150 ml of 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 chromatogaphy (silica gel: 15-20% ethyl acetate/hexane) to give 1.4 g of the desired product as light yellow crystals.

後処理

  1. temperatureis heated
  2. temperatureat reflux temperature for 23 hours
  3. temperaturecooled
  4. extractionextracted with methylene chloride
  5. washThe organic layer is washed with saturated sodium chloride
  6. customdried
  7. concentrationconcentrated in vacuo
  8. customThe residue is purified by column chromatogaphy (silica gel: 15-20% ethyl acetate/hexane)

出典と根拠

ORDレコード
ord-eca43d94d0fc4759960971615bb5602d
出典データセット
uspto-grants-1993_05
特許番号
US05208247

関連ノート

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