Aluminium lithium hydride → [4-[4-(Trifluoromethyl)phenyl]-2-pyridyl]methanamine

HRID 1479887ノート

反応式

HRID 1479887 の反応式
[F:1][C:2]([F:18])([F:17])[C:3]1[CH:8]=[CH:7][C:6]([C:9]2[CH:14]=[CH:13][N:12]=[C:11]([C:15]#[N:16])[CH:10]=2)=[CH:5][CH:4]=1.[H-].[H-].[H-].[H-].[Li+].[Al+3]>C(OCC)C>[F:17][C:2]([F:1])([F:18])[C:3]1[CH:4]=[CH:5][C:6]([C:9]2[CH:14]=[CH:13][N:12]=[C:11]([CH2:15][NH2:16])[CH:10]=2)=[CH:7][CH:8]=1

参加物

4

反応物 2

HCID 21226445Aluminium lithium hydrideHCID 841644164-[4-(Trifluoromethyl)phenyl]pyridine-2-carbonitrile

生成物 1

HCID 68759345[4-[4-(Trifluoromethyl)phenyl]-2-pyridyl]methanamine収率 77.1%

試薬・触媒・溶媒 1

HCID 3283Diethyl Ether溶媒2 回

反応条件

温度
0 °C

実験手順

The nitrile 20C (3.2 g, 12.85 mmol) dissolved in 50 ml of diethyl ether was added dropwise to a mixture of LiAlH4 (912 mg, 2 equiv.) in diethyl ether (80 mL) and stirred at 0° C. Then, the mixture was stirred at room temperature overnight. The excess of LiAlH4 was destroyed by water addition at 0° C., the solid formed was filtered, washed with Et2O and the filtrate was dried over Na2SO4 and evaporated to dryness to obtain 2.5 g of the amine as a yellow oil. The amine was used for the following step without purification.

後処理

  1. stirringThen, the mixture was stirred at room temperature overnight
  2. customThe excess of LiAlH4 was destroyed by water addition at 0° C.
  3. customthe solid formed
  4. filtrationwas filtered
  5. washwashed with Et2O
  6. dry with materialthe filtrate was dried over Na2SO4
  7. customevaporated to dryness

出典と根拠

ORDレコード
ord-c9dda6714a1b428eb55a890fb7bb2201
出典データセット
uspto-grants-2016_08
特許番号
US09409864B2

反応ノート

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