2-Amino-1-[4-(3,4-dichlorophenoxy)-piperidine-1-yl]-3-methyl-butan-1-one → 1-[4-(3,4-Dichlorophenoxy)-piperidin-1-ylmethyl]-2-methyl-propylamine

HRID 496883ノート

反応式

HRID 496883 の反応式
[NH2:1][CH:2]([CH:20]([CH3:22])[CH3:21])[C:3]([N:5]1[CH2:10][CH2:9][CH:8]([O:11][C:12]2[CH:17]=[CH:16][C:15]([Cl:18])=[C:14]([Cl:19])[CH:13]=2)[CH2:7][CH2:6]1)=O>C1COCC1>[Cl:19][C:14]1[CH:13]=[C:12]([CH:17]=[CH:16][C:15]=1[Cl:18])[O:11][CH:8]1[CH2:7][CH2:6][N:5]([CH2:3][CH:2]([NH2:1])[CH:20]([CH3:21])[CH3:22])[CH2:10][CH2:9]1

参加物

3

反応物 1

HCID 223224522-Amino-1-[4-(3,4-dichlorophenoxy)-piperidine-1-yl]-3-methyl-butan-1-one

生成物 1

HCID 537589381-[4-(3,4-Dichlorophenoxy)-piperidin-1-ylmethyl]-2-methyl-propylamine収率 91.2%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

反応条件

温度
70 °C

実験手順

The product of step (ii) (1.12 g) was dissolved in THF (10 ml) and Borane/THF complex (22.7 ml) added. The mixture was heated under reflux for 2 hours and cooled. The solvent was evaporated, the product dissolved in methanol (5 ml) and 50% aqueous HCl solution added. The mixture was heated to 70° C. for 1 hour and cooled to room temperature. The solvent was removed, ethyl acetate and 2N aqueous NaOH solution were added to give pH 9.0. The organic phase was separated and the solvent evaporated to give the sub-titled compound as an oil (0.98 g) which used without further purification.

後処理

  1. additionBorane/THF complex (22.7 ml) added
  2. temperatureThe mixture was heated
  3. temperatureunder reflux for 2 hours
  4. temperaturecooled
  5. customThe solvent was evaporated
  6. dissolutionthe product dissolved in methanol (5 ml)
  7. addition50% aqueous HCl solution added
  8. temperaturecooled to room temperature
  9. customThe solvent was removed
  10. additionethyl acetate and 2N aqueous NaOH solution were added
  11. customto give pH 9.0
  12. customThe organic phase was separated
  13. customthe solvent evaporated

出典と根拠

ORDレコード
ord-3ca421c901c242289dc465b17f7c8c6f
出典データセット
uspto-grants-2005_09
特許番号
US06946478B2

反応ノート

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