Sodium hydride → N-Acetyl-3-(1,1-dimethylethyl)-4-(tetradecyloxy)-N-(4-pyridinylmethyl)benzamide

HRID 248034ノート

反応式

HRID 248034 の反応式
[N:1]1[CH:6]=[CH:5][C:4]([CH2:7][NH:8][C:9](=[O:11])[CH3:10])=[CH:3][CH:2]=1.[H-].[Na+].[CH3:14][C:15]([C:18]1[CH:19]=[C:20]([CH:24]=[CH:25][C:26]=1[O:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][CH2:37][CH2:38][CH2:39][CH2:40][CH3:41])[C:21](Cl)=[O:22])([CH3:17])[CH3:16]>O1CCCC1>[C:9]([N:8]([CH2:7][C:4]1[CH:5]=[CH:6][N:1]=[CH:2][CH:3]=1)[C:21](=[O:22])[C:20]1[CH:24]=[CH:25][C:26]([O:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][CH2:37][CH2:38][CH2:39][CH2:40][CH3:41])=[C:18]([C:15]([CH3:17])([CH3:16])[CH3:14])[CH:19]=1)(=[O:11])[CH3:10]

参加物

5

反応物 3

HCID 24758Sodium hydrideHCID 289830N-(4-Pyridinylmethyl)acetamideHCID 190153703-(1,1-Dimethylethyl)-4-(tetradecyloxy)benzoyl chloride

生成物 1

HCID 10481861N-Acetyl-3-(1,1-dimethylethyl)-4-(tetradecyloxy)-N-(4-pyridinylmethyl)benzamide収率 8.8%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

The title compound is prepared by the procedure of Example 27, using 0.90 g of product from Example 15, 0.316 g of washed 50% sodium hydride, 2.57 g of product from Example 33 and 25 ml of dry tetrahydrofuran. The residue is purified by chromatography (silica gel: 40% ethyl acetate/hexane) to give 0.275 g of desired product as a yellow oil which crystallizes on standing.

後処理

  1. customThe title compound is prepared by the procedure of Example 27
  2. customThe residue is purified by chromatography (silica gel: 40% ethyl acetate/hexane)

出典と根拠

ORDレコード
ord-f527098ab3e34e48b20a48bd46ed9fb7
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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