Dimethylformamide → HCID 58902472、化合物

HRID 1640132ノート

反応式

HRID 1640132 の反応式
F[C:2]1[CH:7]=[CH:6][C:5]([C:8]([F:11])([F:10])[F:9])=[CH:4][C:3]=1[N+:12]([O-:14])=[O:13].[OH:15][CH2:16][CH2:17][N:18]1[CH2:23][CH2:22][N:21]([C:24]([O:26][C:27]([CH3:30])([CH3:29])[CH3:28])=[O:25])[CH2:20][CH2:19]1.C(=O)([O-])[O-].[Cs+].[Cs+].CN(C=O)C>CCOC(C)=O.O>[N+:12]([C:3]1[CH:4]=[C:5]([C:8]([F:11])([F:10])[F:9])[CH:6]=[CH:7][C:2]=1[O:15][CH2:16][CH2:17][N:18]1[CH2:23][CH2:22][N:21]([C:24]([O:26][C:27]([CH3:30])([CH3:29])[CH3:28])=[O:25])[CH2:20][CH2:19]1)([O-:14])=[O:13]

参加物

7

反応物 4

HCID 6228DimethylformamideHCID 10796Cesium carbonateHCID 677784-Fluoro-3-nitrobenzotrifluorideHCID 735736Tert-butyl 4-(2-hydroxyethyl)piperazine-1-carboxylate

生成物 1

HCID 58902472HCID 58902472、化合物収率 48.5%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 8857Ethyl Acetate溶媒

反応条件

温度
60 °C

実験手順

Into a 1-neck round-bottom flask was added 4-fluoro-3-nitrobenzotrifluoride (1.62 mL, 0.012 mol), tert-butyl 4-(2-hydroxyethyl)piperazine-1-carboxylate (4.00 g, 0.017 mol), cesium carbonate (11.3 g, 0.035 mol), and DMF (100 mL). The reaction was allowed to stir and heat at 60° C. overnight. The reaction mixture was allowed to cool to rt and diluted with EtOAc and water. The organic solution was separated, washed with water and brine, and concentrated to yellow oil. The residue was purified by column chromatography to give tert-butyl 4-{2-[2-nitro-4-(trifluoromethyl)phenoxy]ethyl}piperazine-1-carboxylate (2.44 g, 48%) as a brown oil. LCMS: (AA) ES+420.1.

後処理

  1. temperatureto cool to rt
  2. customThe organic solution was separated
  3. washwashed with water and brine
  4. concentrationconcentrated to yellow oil
  5. customThe residue was purified by column chromatography

出典と根拠

ORDレコード
ord-790cc9557a124fb1a32461ec17a5ac59
出典データセット
uspto-grants-2012_02
特許番号
US08110687B2

反応ノート

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