N-bromobutanimide → Benzyl 4-(4-bromophenyl)piperazine-1-carboxylate

HRID 2403614ノート

反応式

HRID 2403614 の反応式
[C:1]1([N:7]2[CH2:12][CH2:11][N:10]([C:13]([O:15][CH2:16][C:17]3[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=3)=[O:14])[CH2:9][CH2:8]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[Br:23]N1C(=O)CCC1=O>CN(C=O)C>[Br:23][C:4]1[CH:3]=[CH:2][C:1]([N:7]2[CH2:8][CH2:9][N:10]([C:13]([O:15][CH2:16][C:17]3[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=3)=[O:14])[CH2:11][CH2:12]2)=[CH:6][CH:5]=1

参加物

4

反応物 2

HCID 67184N-bromobutanimideHCID 98792541-Piperazinecarboxylic acid, 4-phenyl-, phenylmethyl ester

生成物 1

HCID 46739494Benzyl 4-(4-bromophenyl)piperazine-1-carboxylate収率 86.5%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

Benzyl 4-phenylpiperazine-1-carboxylate (2.1 g) was dissolved in DMF (80 ml), and N-bromosuccinimide (1.4 g) was added thereto, followed by stirring at room temperature for 2 hours. The reaction mixture was concentrated under reduced pressure and subjected to liquid separation by the addition of CHCl3 and a saturated aqueous sodium hydrogen carbonate solution. The organic layer was separated and dried over Na2SO4, and then the solvent was evaporated under reduced pressure. The obtained residue was purified by silica gel column chromatography (hexane/EtOAc) to obtain benzyl 4-(4-bromophenyl)piperazine-1-carboxylate (2.3 g).

後処理

  1. concentrationThe reaction mixture was concentrated under reduced pressure
  2. customsubjected to liquid separation by the addition of CHCl3
  3. customThe organic layer was separated
  4. dry with materialdried over Na2SO4
  5. customthe solvent was evaporated under reduced pressure
  6. customThe obtained residue was purified by silica gel column chromatography (hexane/EtOAc)

出典と根拠

ORDレコード
ord-566f931f23a84db8b2e1dbcdd053de75
出典データセット
uspto-grants-2014_08
特許番号
US08802679B2

反応ノート

読み込み中…