Water → N-[1-(3-Dimethylaminopropyl)piperidin-4-yl]-N-methylamine

HRID 492911ノート

反応式

HRID 492911 の反応式
[CH3:1][N:2]([CH3:21])[CH2:3][CH2:4][C:5]([N:7]1[CH2:12][CH2:11][CH:10]([NH:13][C:14](=O)OC(C)(C)C)[CH2:9][CH2:8]1)=O.[H-].[Al+3].[Li+].[H-].[H-].[H-].O.[OH-].[Na+]>O1CCCC1>[CH3:21][N:2]([CH3:1])[CH2:3][CH2:4][CH2:5][N:7]1[CH2:8][CH2:9][CH:10]([NH:13][CH3:14])[CH2:11][CH2:12]1

参加物

6

反応物 4

HCID 962Water2 回HCID 14798Sodium HydroxideHCID 21226445Aluminium lithium hydrideHCID 57677405Tert-butyl[1-(3-dimethylaminopropionyl)piperidin-4-yl]carbamate

生成物 1

HCID 23153255N-[1-(3-Dimethylaminopropyl)piperidin-4-yl]-N-methylamine収率 83.2%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

A solution of tert-butyl [1-(3-dimethylaminopropionyl)piperidin-4-yl]carbamate (2.73 g) in tetrahydrofuran (30 ml) was stirred in an ice bath, and lithium aluminum hydride (1.04 g) was gradually added thereto. The mixture was stirred under a nitrogen atmosphere, for 15 minutes in an ice bath and for 15 minutes at room temperature. It was further heated to reflux for 7 hours under a nitrogen atmosphere. The reaction mixture was cooled in an ice bath, and then water (1.0 ml), 5N aqueous sodium hydroxide (1.0 ml) and water (5.0 ml) were added thereto in that order and stirring was carried out on ice. The insoluble portion was filtered. The filtrate was concentrated to provide the title compound (1.51 g, 83.2%) as a pale yellow oil.

後処理

  1. temperatureIt was further heated
  2. temperatureto reflux for 7 hours under a nitrogen atmosphere
  3. temperatureThe reaction mixture was cooled in an ice bath
  4. stirringin that order and stirring
  5. filtrationThe insoluble portion was filtered
  6. concentrationThe filtrate was concentrated

出典と根拠

ORDレコード
ord-71ddb3b7d94949dfad61232b0f225c7d
出典データセット
uspto-grants-2009_05
特許番号
US07531532B2

反応ノート

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