Triethylamine → 4-{[4-Methyl-2-(trifluoromethyl)phenyl]carbonyl}-2-piperazinone

HRID 1889014ノート

反応式

HRID 1889014 の反応式
[NH:1]1[CH2:6][CH2:5][NH:4][CH2:3][C:2]1=[O:7].C(N(CC)CC)C.[CH3:15][C:16]1[CH:24]=[CH:23][C:19]([C:20](Cl)=[O:21])=[C:18]([C:25]([F:28])([F:27])[F:26])[CH:17]=1>ClCCl>[CH3:15][C:16]1[CH:24]=[CH:23][C:19]([C:20]([N:4]2[CH2:5][CH2:6][NH:1][C:2](=[O:7])[CH2:3]2)=[O:21])=[C:18]([C:25]([F:26])([F:27])[F:28])[CH:17]=1

参加物

5

反応物 3

HCID 8471TriethylamineHCID 231360Piperazin-2-oneHCID 27756064-methyl-2-(trifluoromethyl)benzoyl Chloride

生成物 1

HCID 665994104-{[4-Methyl-2-(trifluoromethyl)phenyl]carbonyl}-2-piperazinone

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒2 回

実験手順

2-piperazinone (0.400 g, 4 mmol, commercially available from e.g. Sigma-Aldrich) was dissolved in dichloromethane (DCM) (20 mL), and to this was added triethylamine (0.669 mL, 4.80 mmol). The solution was then cooled to 0° C. before 4-methyl-2-(trifluoromethyl)benzoyl chloride (I62) (0.979 g, 4.40 mmol) in dichloromethane (DCM) (5 mL) was added dropwise. The solution was stirred, under argon, for 30 minutes before the solvent was evaporated in vacuo. The remaining residue was then re-dissolved in DCM (40 mL) and washed with water (20 mL), a saturated solution of sodium bicarbonate (20 mL) and brine (20 mL), before being dried over anhydrous sodium sulphate. The sodium sulphate was then removed by filtration and the solvent was evaporated in vacuo. The remaining solid was then stirred in hexane (40 mL) at 55° C. for 30 minutes. The solid was then removed by filtration to yield the product in 1.110 g.

後処理

  1. additionwas added dropwise
  2. customwas evaporated in vacuo
  3. dissolutionThe remaining residue was then re-dissolved in DCM (40 mL)
  4. washwashed with water (20 mL)
  5. dry with materiala saturated solution of sodium bicarbonate (20 mL) and brine (20 mL), before being dried over anhydrous sodium sulphate
  6. customThe sodium sulphate was then removed by filtration
  7. customthe solvent was evaporated in vacuo
  8. stirringThe remaining solid was then stirred in hexane (40 mL) at 55° C. for 30 minutes
  9. customThe solid was then removed by filtration
  10. customto yield the product in 1.110 g

出典と根拠

ORDレコード
ord-e4247b1912ab4cfd9df086607d116809
出典データセット
uspto-grants-2013_08
特許番号
US08501946B2

反応ノート

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