Water → N-(alpha-methylcinnamoyl)-N-(1-benzyl-4-piperidinyl)aniline

HRID 266782

反応式

HRID 266782 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.[CH3:28][C:29](=[CH:33][C:34]1[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=1)[C:30](Cl)=[O:31].O>C(OC(C)C)(C)C>[CH3:28][C:29](=[CH:33][C:34]1[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=1)[C:30]([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:31]

参加物

6

反応物 4

HCID 962WaterHCID 8471TriethylamineHCID 70865N-Phenyl-1-(phenylmethyl)-4-piperidinamineHCID 230201alpha-Methylcinnamoylchloride

生成物 1

HCID 54264746N-(alpha-methylcinnamoyl)-N-(1-benzyl-4-piperidinyl)aniline収率 90.2%

試薬・触媒・溶媒 1

HCID 7914Diisopropyl Ether溶媒2 回

実験手順

To a mixture of N-(1-benzyl-4-piperidinyl)aniline (6.4 g), diisopropyl ether (70 ml) and triethylamine (4.8 ml) is added at 70° C. a solution of α-methylcinnamoyl chloride (4.9 g) in diisopropyl ether (10 ml). After stirring at the same temperature for 30 minutes, water is added to the reaction solution and the mixture is extracted with ethyl acetate. The extract is concentrated by distilling off the solvent and to the resulting residue is added diethyl ether and the formed crystals are separated by filtration to give N-(α-methylcinnamoyl)-N-(1-benzyl-4-piperidinyl)aniline (8.9 g), m.p. 150°-152° C.

後処理

  1. extractionthe mixture is extracted with ethyl acetate
  2. concentrationThe extract is concentrated
  3. distillationby distilling off the solvent
  4. additionto the resulting residue is added diethyl ether
  5. customthe formed crystals are separated by filtration

出典と根拠

ORDレコード
ord-e2133742560e4bcb802435a7917a8480
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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