2,5-Difluoronitrobenzene → 1-Benzyl-4-(4-fluoro-2-nitrophenylamino)-piperidine

HRID 2240276노트

반응식

HRID 2240276 반응식
F[C:2]1[CH:7]=[CH:6][C:5]([F:8])=[CH:4][C:3]=1[N+:9]([O-:11])=[O:10].[CH2:12]([N:19]1[CH2:24][CH2:23][CH:22]([NH2:25])[CH2:21][CH2:20]1)[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1>CN1CCCCC1=O>[CH2:12]([N:19]1[CH2:24][CH2:23][CH:22]([NH:25][C:2]2[CH:7]=[CH:6][C:5]([F:8])=[CH:4][C:3]=2[N+:9]([O-:11])=[O:10])[CH2:21][CH2:20]1)[C:13]1[CH:14]=[CH:15][CH:16]=[CH:17][CH:18]=1

참가 물질

4

반응물 2

HCID 677672,5-DifluoronitrobenzeneHCID 4158521-Benzyl-4-piperidylamine

생성물 1

HCID 212627651-Benzyl-4-(4-fluoro-2-nitrophenylamino)-piperidine수율 86.9%

시약·촉매·용매 1

HCID 13603N-Methyl-2-piperidone용매

실험 절차

2,5-Difluoro-nitrobenzene (21.5 g), 1-benzyl-4-amino-piperidine (52.3 g) and N-methyl-piperidone (100 ml) were stirred at 100° C. for 3 h. After cooling the mixture was partitioned between water and ethyl acetate and the aqueous layer was extracted twice with ethyl acetate. The combined organic layers were extracted 5 times with water, and the solvent was evaporated in vacuo. The target compound was crystallized from methanol to yield 38.7 g of the title compound as orange crystals (mp. 86-87° C.).

후처리

  1. temperatureAfter cooling the mixture
  2. customwas partitioned between water and ethyl acetate
  3. extractionthe aqueous layer was extracted twice with ethyl acetate
  4. extractionThe combined organic layers were extracted 5 times with water
  5. customthe solvent was evaporated in vacuo
  6. customThe target compound was crystallized from methanol

출처 및 근거

ORD 기록
ord-fbc85c14669d45c2a00413062a2b87bd
출처 데이터셋
uspto-grants-2010_05
특허 번호
US07723360B2

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