Potassium Carbonate → Tert-butyl 4-(4-{[4-(propan-2-yloxy)phenoxy]methyl}benzyl)piperazine-1-carboxylate

HRID 1023338ノート

反応式

HRID 1023338 の反応式
Cl[CH2:2][C:3]1[CH:22]=[CH:21][C:6]([CH2:7][N:8]2[CH2:13][CH2:12][N:11]([C:14]([O:16][C:17]([CH3:20])([CH3:19])[CH3:18])=[O:15])[CH2:10][CH2:9]2)=[CH:5][CH:4]=1.[CH:23]([O:26][C:27]1[CH:32]=[CH:31][C:30]([OH:33])=[CH:29][CH:28]=1)([CH3:25])[CH3:24].C([O-])([O-])=O.[K+].[K+]>CN(C=O)C.O>[CH3:25][CH:23]([O:26][C:27]1[CH:32]=[CH:31][C:30]([O:33][CH2:2][C:3]2[CH:22]=[CH:21][C:6]([CH2:7][N:8]3[CH2:13][CH2:12][N:11]([C:14]([O:16][C:17]([CH3:20])([CH3:19])[CH3:18])=[O:15])[CH2:10][CH2:9]3)=[CH:5][CH:4]=2)=[CH:29][CH:28]=1)[CH3:24]

参加物

6

反応物 3

HCID 11430Potassium CarbonateHCID 820014-IsopropoxyphenolHCID 67379301Tert-butyl 4-(4-(chloromethyl)benzyl)piperazine-1-carboxylate

生成物 1

HCID 67328500Tert-butyl 4-(4-{[4-(propan-2-yloxy)phenoxy]methyl}benzyl)piperazine-1-carboxylate収率 99.9%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 6228Dimethylformamide溶媒

実験手順

To a solution of tert-butyl 4-[4-(chloromethyl)benzyl]piperazine-1-carboxylate (4.00 g) in DMF (25 mL) were added 4-isopropoxyphenol (2.81 g) and K2CO3 (3.40 g) at room temperature, then the reaction mixture was stirred for 2 days. The reaction mixture was diluted with H2O, and extracted with AcOEt. The organic layer was washed with water and saturated aqueous NaCl, dried over anhydrous Na2SO4, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (n-hexane/AcOEt=3/1 to 1/1) to afford tert-butyl 4-(4-{[4-(propan-2-yloxy)phenoxy]methyl}benzyl)piperazine-1-carboxylate as a colorless solid (5.42 g).

後処理

  1. extractionextracted with AcOEt
  2. washThe organic layer was washed with water and saturated aqueous NaCl
  3. dry with materialdried over anhydrous Na2SO4
  4. concentrationconcentrated under reduced pressure
  5. customThe residue was purified by silica gel column chromatography (n-hexane/AcOEt=3/1 to 1/1)

出典と根拠

ORDレコード
ord-f39faea518fa41879472501cc3b744a6
出典データセット
uspto-grants-2014_05
特許番号
US08722663B2

反応ノート

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