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

HRID 248019
ノート
印刷プレビュー

反応式

HRID 248019 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-2397b3bcd17e4bb48de692fc368cf360
出典データセット
uspto-grants-1993_05
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05208247

反応ノート

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