Aluminium lithium hydride → 2-(4-(4-benzylpiperazin-1-yl)cyclohexyl)-N,N-dimethylethanamine

HRID 243563ノート

反応式

HRID 243563 の反応式
[CH2:1]([N:8]1[CH2:13][CH2:12][N:11]([CH:14]2[CH2:19][CH2:18][CH:17]([CH2:20][C:21]([N:23]([CH3:25])[CH3:24])=O)[CH2:16][CH2:15]2)[CH2:10][CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[H-].[H-].[H-].[H-].[Li+].[Al+3]>C1COCC1>[CH2:1]([N:8]1[CH2:9][CH2:10][N:11]([CH:14]2[CH2:19][CH2:18][CH:17]([CH2:20][CH2:21][N:23]([CH3:24])[CH3:25])[CH2:16][CH2:15]2)[CH2:12][CH2:13]1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

参加物

4

反応物 2

HCID 21226445Aluminium lithium hydrideHCID 594427712-(4-(4-benzylpiperazin-1-yl)cyclohexyl)-N,N-dimethylacetamide

生成物 1

HCID 594427892-(4-(4-benzylpiperazin-1-yl)cyclohexyl)-N,N-dimethylethanamine収率 86%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

反応条件

温度
0 °C

実験手順

2-(4-(4-benzylpiperazin-1-yl)cyclohexyl)-N,N-dimethylacetamide (800 mg) is dissolved in THF (20 ml) and cooled to 0° C. 2 M LiAlH4 in THF (2.3 ml) is added. The reaction mixture is warmed to room temperature and stirred for 1 hour. The reaction is quenched by slow addition of satd. aqueous K2CO3 (50 ml), then a potassium sodium tartrate solution (20 ml) is added. The mixture is diluted with EtOAc and the layers are separated. The aqueous layer is extracted with EtOAc (2×). The combined organic layers are dried (Na2SO4), filtered, and the solvent is removed under reduced pressure to give 2-(4-(4-benzylpiperazin-1-yl)cyclohexyl)-N,N-dimethylethanamine (660 mg). m/z(+) 330 (M+H+).

後処理

  1. temperatureThe reaction mixture is warmed to room temperature
  2. customThe reaction is quenched by slow addition of satd
  3. additionaqueous K2CO3 (50 ml), then a potassium sodium tartrate solution (20 ml) is added
  4. additionThe mixture is diluted with EtOAc
  5. customthe layers are separated
  6. extractionThe aqueous layer is extracted with EtOAc (2×)
  7. dry with materialThe combined organic layers are dried (Na2SO4)
  8. filtrationfiltered
  9. customthe solvent is removed under reduced pressure

出典と根拠

ORDレコード
ord-b2fb1a1e5fb2481d890213272a9e0e82
出典データセット
uspto-grants-2014_02
特許番号
US08653262B2

反応ノート

読み込み中…