4-Morpholinobenzonitrile → 4-Morpholinobenzylamine

HRID 625412

反応式

HRID 625412 の反応式
[O:1]1[CH2:6][CH2:5][N:4]([C:7]2[CH:14]=[CH:13][C:10]([C:11]#[N:12])=[CH:9][CH:8]=2)[CH2:3][CH2:2]1.[H-].[H-].[H-].[H-].[Li+].[Al+3]>O1CCCC1>[O:1]1[CH2:2][CH2:3][N:4]([C:7]2[CH:8]=[CH:9][C:10]([CH2:11][NH2:12])=[CH:13][CH:14]=2)[CH2:5][CH2:6]1

参加物

4

反応物 2

HCID 3948084-MorpholinobenzonitrileHCID 21226445Aluminium lithium hydride

生成物 1

HCID 27764584-Morpholinobenzylamine収率 58.9%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

反応条件

温度
60 °C

実験手順

Into a 50-mL round-bottom flask purged and maintained with an inert atmosphere of nitrogen, was placed a solution of 4-morpholinobenzonitrile (200 mg, 1.06 mmol, 1.00 equiv) in tetrahydrofuran (10 mL), and LiAlH4 (400 mg, 10.53 mmol, 10.00 equiv). The resulting solution was stirred for 3 h at 60° C. The reaction was then quenched with 1 N NaOH. The solids were removed by filtration. The resulting solution was extracted with 3×20 mL of dichloromethane and the organic layers combined, dried over NaSO4, and concentrated under vacuum. The product was obtained as 120 mg (58%) of a yellow solid. 1H-NMR (300 MHz, CDCl3, ppm): δ 7.26 (m, 2H). 6.91 (m, 2H), 3.87 (m, 6H), 3.16 (m, 4H).

後処理

  1. customInto a 50-mL round-bottom flask purged
  2. temperaturemaintained with an inert atmosphere of nitrogen
  3. customThe reaction was then quenched with 1 N NaOH
  4. customThe solids were removed by filtration
  5. extractionThe resulting solution was extracted with 3×20 mL of dichloromethane
  6. dry with materialdried over NaSO4
  7. concentrationconcentrated under vacuum

出典と根拠

ORDレコード
ord-4b70c88b4d004e3dafca5e9b198eb315
出典データセット
uspto-grants-2016_04
特許番号
US09301951B2

関連ノート

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