Water → N-(beta-n-butoxyacryloyl)-N-(1-benzyl-4-piperidinyl)aniline

HRID 266774

反応式

HRID 266774 の反応式
[CH2:1]([N:8]1[CH2:13][CH2:12][CH:11]([NH:14][C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)[CH2:10][CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C(N(CC)CC)C.[CH2:28]([O:32][CH:33]=[CH:34][C:35](Cl)=[O:36])[CH2:29][CH2:30][CH3:31].O>C(OC(C)C)(C)C>[CH2:28]([O:32][CH:33]=[CH:34][C:35]([N:14]([CH:11]1[CH2:10][CH2:9][N:8]([CH2:1][C:2]2[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=2)[CH2:13][CH2:12]1)[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1)=[O:36])[CH2:29][CH2:30][CH3:31]

参加物

6

反応物 4

HCID 962WaterHCID 8471TriethylamineHCID 70865N-Phenyl-1-(phenylmethyl)-4-piperidinamineHCID 534397723-Butoxyprop-2-enoyl chloride

生成物 1

HCID 54210636N-(beta-n-butoxyacryloyl)-N-(1-benzyl-4-piperidinyl)aniline収率 98%

試薬・触媒・溶媒 1

HCID 7914Diisopropyl Ether溶媒2 回

反応条件

温度
70 °C

実験手順

To a mixture of N-(1-benzyl-4-piperidinyl)aniline (1.8 g), diisopropyl ether (20 ml) and triethylamine (0.87 g) is added dropwise a solution of β-n-butoxyacrylic acid chloride (1.4 g) in diisopropyl ether (5 ml) with stirring and heating at 70° C. After completion of dropwise addition, the mixture is further stirred with heating at the same temperature for 0.5 hour. After cooling, water is added to the reaction mixture and the mixture is subjected to extraction with ethyl acetate. The extract is washed with water and dried over magnesium sulfate. The solvent is distilled off under reduced pressure and the resulting residue is purified by silica gel column chromatography give N-(β-n-butoxyacryloyl)-N-(1-benzyl-4-piperidinyl)aniline (2.6 g).

後処理

  1. additionAfter completion of dropwise addition
  2. stirringthe mixture is further stirred
  3. temperaturewith heating at the same temperature for 0.5 hour
  4. temperatureAfter cooling
  5. extractionthe mixture is subjected to extraction with ethyl acetate
  6. washThe extract is washed with water
  7. dry with materialdried over magnesium sulfate
  8. distillationThe solvent is distilled off under reduced pressure
  9. customthe resulting residue is purified by silica gel column chromatography

出典と根拠

ORDレコード
ord-76524ef1d09d412fbfaee85ea7211d6a
出典データセット
uspto-grants-1997_07
特許番号
US05652247

関連ノート

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