4-((Morpholin-4-yl)methyl)benzonitrile → [4-(Morpholin-4-ylmethyl)phenyl]methanamine

HRID 1181440

반응식

HRID 1181440 반응식
[N:1]1([CH2:7][C:8]2[CH:15]=[CH:14][C:11]([C:12]#[N:13])=[CH:10][CH:9]=2)[CH2:6][CH2:5][O:4][CH2:3][CH2:2]1.[H-].[H-].[H-].[H-].[Li+].[Al+3]>C1COCC1>[N:1]1([CH2:7][C:8]2[CH:15]=[CH:14][C:11]([CH2:12][NH2:13])=[CH:10][CH:9]=2)[CH2:6][CH2:5][O:4][CH2:3][CH2:2]1

참가 물질

4

반응물 2

HCID 2168644-((Morpholin-4-yl)methyl)benzonitrileHCID 21226445Aluminium lithium hydride2회

생성물 1

HCID 2795501[4-(Morpholin-4-ylmethyl)phenyl]methanamine

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

반응 조건

온도
0 °C

실험 절차

To a suspension of 4-(morpholin-4-ylmethyl)benzonitrile (Description 122, 0.5 g, 2.5 mmol) in THF (7 mL) at 0° C. was added dropwise a solution of LiAlH4 (1.0 M in THF, 2.5 ml, 2.5 mmol). The reaction was stirred at 0° C. for 1 h. Additional LiAlH4 (1.0 M in THF, 1.0 ml, 1.0 mmol) was added and the reaction stirred for an additional 30 min. The reaction was quenched by the addition of water (0.13 mL) followed by 15% NaOH solution (0.13 ml) and stirred vigorously for 1 h. The reaction was filtered through celite, evaporated and azeotroped twice with toluene. The amine was used crude.

후처리

  1. stirringthe reaction stirred for an additional 30 min
  2. customThe reaction was quenched by the addition of water (0.13 mL)
  3. stirringstirred vigorously for 1 h
  4. filtrationThe reaction was filtered through celite
  5. customevaporated
  6. customazeotroped twice with toluene

출처 및 근거

ORD 기록
ord-8a0957426ebb42bcad5ce42afc2acd71
출처 데이터셋
uspto-grants-2007_10
특허 번호
US07285563B2

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