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

HRID 1479887노트

반응식

HRID 1479887 반응식
[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

참가 물질

4

반응물 2

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

생성물 1

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

시약·촉매·용매 1

HCID 3283Diethyl Ether용매2회

반응 조건

온도
0 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-c9dda6714a1b428eb55a890fb7bb2201
출처 데이터셋
uspto-grants-2016_08
특허 번호
US09409864B2

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