Diisopropyl Ether → N-(beta-ethoxyacryloyl)-N-(1-benzyl-4-piperidinyl)aniline

HRID 266773

반응식

HRID 266773 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(OC(C)C)(C)C.[CH2:28]([O:30][CH:31]=[CH:32][C:33](Cl)=[O:34])[CH3:29]>C(N(CC)CC)C>[CH2:28]([O:30][CH:31]=[CH:32][C:33]([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:34])[CH3:29]

참가 물질

5

반응물 3

HCID 7914Diisopropyl EtherHCID 70865N-Phenyl-1-(phenylmethyl)-4-piperidinamineHCID 30144293-Ethoxy-2-propenoyl chloride

생성물 1

HCID 54194521N-(beta-ethoxyacryloyl)-N-(1-benzyl-4-piperidinyl)aniline수율 89.3%

시약·촉매·용매 1

HCID 8471Triethylamine용매

실험 절차

To a mixture of N-(1-benzyl-4-piperidinyl)aniline (0.9 g), diisopropyl ether (30 ml) and triethylamine (0.5 g) is added β-ethoxyacrylic acid chloride (0.7 g) in portions at 60° C. After refluxing for 1 hour, the reaction mixture is poured into ice-water and extracted with ethyl acetate. The extract is dried and concentrated and to the resulting residue is added n-hexane and the formed crystals are separated by filtration and recrystallized from n-hexane to give N-(β-ethoxyacryloyl)-N-(1-benzyl-4-piperidinyl)aniline (1.1 g) as white powders, m.p. 106°-108° C.

후처리

  1. temperatureAfter refluxing for 1 hour
  2. extractionextracted with ethyl acetate
  3. customThe extract is dried
  4. concentrationconcentrated and to the resulting residue
  5. additionis added n-hexane
  6. customthe formed crystals are separated by filtration
  7. customrecrystallized from n-hexane

출처 및 근거

ORD 기록
ord-74d6a48fc34d420ea124ea78ca355e48
출처 데이터셋
uspto-grants-1997_07
특허 번호
US05652247

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