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

HRID 483490

반응식

HRID 483490 반응식
[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]

참가 물질

6

반응물 4

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

생성물 1

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

시약·촉매·용매 1

HCID 7914Diisopropyl Ether용매2회

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-4d9f6a71c1634e9e84c3e79c2f9ee452
출처 데이터셋
uspto-grants-1993_07
특허 번호
US05225402

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