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Oxalic Acid → 5-[2-[4-(4-Fluoro-3-Methylphenyl)-1-Piperazinyl]Ethyl]-3-Methyl-2-Oxazolidinone Ethanedioate

HRID 1533927
ノート
印刷プレビュー

反応式

HRID 1533927 の反応式
[F:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]2[CH2:13][CH2:12][NH:11][CH2:10][CH2:9]2)=[CH:4][C:3]=1[CH3:14].Cl[CH2:16][CH2:17][CH:18]1[O:22][C:21](=[O:23])[N:20]([CH3:24])[CH2:19]1.C(=O)([O-])[O-].[Na+].[Na+].[C:31]([OH:36])(=[O:35])[C:32]([OH:34])=[O:33]>C(O)CCC.[I-].[K+]>[C:31]([OH:36])(=[O:35])[C:32]([OH:34])=[O:33].[F:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]2[CH2:13][CH2:12][N:11]([CH2:16][CH2:17][CH:18]3[O:22][C:21](=[O:23])[N:20]([CH3:24])[CH2:19]3)[CH2:10][CH2:9]2)=[CH:4][C:3]=1[CH3:14]
参加物実験手順後処理出典と根拠反応ノート

参加物

7

反応物 4

HCID 971Oxalic AcidHCID 10340Sodium CarbonateHCID 146987465-(2-Chloro-ethyl)-3-methyl-oxazolidin-2-oneHCID 199114471-(4-Fluoro-3-methylphenyl)piperazine

生成物 1

HCID 867454495-[2-[4-(4-Fluoro-3-Methylphenyl)-1-Piperazinyl]Ethyl]-3-Methyl-2-Oxazolidinone Ethanedioate収率 81%

試薬・触媒・溶媒 2

HCID 4875
Potassium Iodide
触媒
HCID 2631-Butanol溶媒

実験手順

A mixture of 5.5 g (0.029 mol) of 1-(4-fluoro-3-methylphenyl)piperazine, 5.6 g (0.034 mol) of 5-(2-chloroethyl)-3-methyl-2-oxazolidinone, 12.1 g (0.114 mol) of anhydrous sodium carbonate, and 0.3 g (0.002 mol) of potassium iodide in 250 mL of 1-butanol was heated at reflux for 16 h. The mixture was concentrated under reduced pressure and the residue partitioned between 300 mL of benzene and 300 mL of water. The benzene layer was washed with water and brine, dried (MgSO4) and concentrated under reduced pressure to give a light-pink oil. The oil was converted to the oxalic acid salt and the solid was recrystallized from methanol to yield 10.0 g (81%) of white solid, mp 200°-203° C.

後処理

  1. temperaturewas heated
  2. temperatureat reflux for 16 h
  3. concentrationThe mixture was concentrated under reduced pressure
  4. customthe residue partitioned between 300 mL of benzene and 300 mL of water
  5. washThe benzene layer was washed with water and brine
  6. dry with materialdried (MgSO4)
  7. concentrationconcentrated under reduced pressure
  8. customto give a light-pink oil
  9. customthe solid was recrystallized from methanol

出典と根拠

ORDレコード
ord-5ca16dc3a61b4ad9a7492e07a01286a3
出典データセット
uspto-grants-1992_02
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05086055

反応ノート

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