Methanol → 4-(2-THIENYL)BENZYLAMINE

HRID 1006588ノート

反応式

HRID 1006588 の反応式
[S:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[C:6]1[CH:13]=[CH:12][C:9]([C:10]#[N:11])=[CH:8][CH:7]=1.[H-].[Al+3].[Li+].[H-].[H-].[H-].CO>O1CCCC1.ClCCl>[S:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[C:6]1[CH:13]=[CH:12][C:9]([CH2:10][NH2:11])=[CH:8][CH:7]=1

参加物

6

反応物 3

HCID 887MethanolHCID 35641934-(2-thienyl)benzonitrileHCID 21226445Aluminium lithium hydride2 回

生成物 1

HCID 27763324-(2-THIENYL)BENZYLAMINE

試薬・触媒・溶媒 2

HCID 6344Dichloromethane溶媒HCID 8028Tetrahydrofuran溶媒

実験手順

The 4-(2-thienyl)benzonitrile (0.086 g, 0.464 mmol) was dissolved in dry tetrahydrofuran (1.6 ml) before lithium aluminum hydride (0.46 ml, 0.464 mmol, 1 M in THF) was added dropwise. The reaction was allowed to stir at room temperature overnight. TLC (5% methanol in dichloromethane) still showed starting material remaining. Another 1 eq of LAH was added. After an additional hour, the reaction was quenched by the Fieser and Fieser method using wager (17.46 μl), aqueous sodium hydroxide solution (17.46 μl, 15% soln.), and water (52.37 μl) added sequentially to the reaction. The reaction was then diluted with diethyl ether and water and extracted twice with diethyl ether before drying over sodium sulfate and concentrating in vacuo. The residue was carried on crude without any further purification.

後処理

  1. additionwas added dropwise
  2. waitAfter an additional hour
  3. customthe reaction was quenched by the Fieser and Fieser method
  4. additionadded sequentially to the reaction
  5. additionThe reaction was then diluted with diethyl ether and water
  6. extractionextracted twice with diethyl ether
  7. dry with materialbefore drying over sodium sulfate
  8. concentrationconcentrating in vacuo
  9. customThe residue was carried on crude without any further purification

出典と根拠

ORDレコード
ord-9b7250e7a5e44ab2927c47a6b5a8765a
出典データセット
uspto-grants-2004_09
特許番号
US06790958B2

反応ノート

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