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Triethylamine → N-[[4-(Tetradecyloxy)phenyl]methyl]benzamide

HRID 1728884
ノート
印刷プレビュー

反応式

HRID 1728884 の反応式
Cl.[C:2](Cl)(=[O:9])[C:3]1[CH:8]=[CH:7][CH:6]=N[CH:4]=1.[CH2:11]([O:25][C:26]1[CH:31]=[CH:30][C:29]([CH2:32][NH2:33])=[CH:28][CH:27]=1)[CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH3:24].[CH2:34](N(CC)CC)C.C(=O)(O)[O-].[Na+]>C(Cl)Cl>[CH2:11]([O:25][C:26]1[CH:31]=[CH:30][C:29]([CH2:32][NH:33][C:2](=[O:9])[C:3]2[CH:8]=[CH:7][CH:6]=[CH:34][CH:4]=2)=[CH:28][CH:27]=1)[CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH3:24]
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

HCID 8471TriethylamineHCID 884383-Pyridinecarbonyl chloride, hydrochloride (1:1)HCID 516892Sodium BicarbonateHCID 117234984-(Tetradecyloxy)benzenemethanamine

生成物 1

HCID 19015909N-[[4-(Tetradecyloxy)phenyl]methyl]benzamide収率 89.8%

試薬・触媒・溶媒 1

HCID 6344
Dichloromethane
溶媒
2 回

実験手順

To a room temperature slurry of 2.01 g of nicotinoyl chloride hydrochloride in 25 ml of methylene chloride is added, via cannula, 3.0 g of product from Example 99 in 75 ml of methylene chloride. After 10 minutes, 3.8 g of triethylamine is added, dropwise, and the solution is stirred at room temperature for 20 hours. The reaction is poured into half saturated sodium bicarbonate and extracted with chloroform. The combined organic layers are washed with saturated sodium chloride and concentrated in vacuo. The residue is purified by chromatography (silica gel: 7.5% methyl alcohol/chloroform) and recrystallized from heptane/methyl alcohol to give 3.57 g of the desired product as pale yellow needles.

後処理

  1. extractionextracted with chloroform
  2. washThe combined organic layers are washed with saturated sodium chloride
  3. concentrationconcentrated in vacuo
  4. customThe residue is purified by chromatography (silica gel: 7.5% methyl alcohol/chloroform)
  5. customrecrystallized from heptane/methyl alcohol

出典と根拠

ORDレコード
ord-c60d6f5d7cde42398b0e92ad1cb7f08f
出典データセット
uspto-grants-1994_07
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05328921

反応ノート

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