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

HRID 2240276

反応式

HRID 2240276 の反応式
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

参加物

4

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 13603N-Methyl-2-piperidone溶媒

実験手順

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.).

後処理

  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

出典と根拠

ORDレコード
ord-fbc85c14669d45c2a00413062a2b87bd
出典データセット
uspto-grants-2010_05
特許番号
US07723360B2

関連ノート

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