p-Fluoronitrobenzene → 4-Nitrophenyl-cis-2,5-dimethylpiperazine

HRID 476564

反応式

HRID 476564 の反応式
F[C:2]1[CH:7]=[CH:6][C:5]([N+:8]([O-:10])=[O:9])=[CH:4][CH:3]=1.[CH3:11][C@H:12]1[CH2:17][NH:16][C@@H:15]([CH3:18])[CH2:14][NH:13]1.C(=O)(O)[O-].[Na+]>C(O)CCCC>[N+:8]([C:5]1[CH:6]=[CH:7][C:2]([N:13]2[CH2:14][C@H:15]([CH3:18])[NH:16][CH2:17][C@@H:12]2[CH3:11])=[CH:3][CH:4]=1)([O-:10])=[O:9]

参加物

5

反応物 3

HCID 9590p-FluoronitrobenzeneHCID 61380(2S,5S)-2,5-dimethylpiperazineHCID 516892Sodium Bicarbonate

生成物 1

HCID 703830304-Nitrophenyl-cis-2,5-dimethylpiperazine

試薬・触媒・溶媒 1

HCID 62761-Pentanol溶媒

実験手順

A mixture of 4-fluoronitrobenzene (30.34 g, 0.22 mole), cis-2,5-dimethylpiperazine (25 g, 0.22 mole) and sodium bicarbonate (24 g, 0.28 mole) in n-pentanol (150 ml) was heated under nitrogen at 90°-100° for 18 hours. After filtration, the n-pentanol was removed under reduced pressure and the residue was partitioned between methylene chloride and water. The organic phase was separated, washed again with water, dried over magnesium sulphate, and concentrated under reduced pressure. The residue was triturated with ice water to yield a yellow solid. The solid was filtered off and dried to yield the title compound, m.p. 93°-4° (37 g, 71%).

後処理

  1. temperaturewas heated under nitrogen at 90°-100° for 18 hours
  2. filtrationAfter filtration
  3. customthe n-pentanol was removed under reduced pressure
  4. customthe residue was partitioned between methylene chloride and water
  5. customThe organic phase was separated
  6. washwashed again with water
  7. dry with materialdried over magnesium sulphate
  8. concentrationconcentrated under reduced pressure
  9. customThe residue was triturated with ice water
  10. customto yield a yellow solid
  11. filtrationThe solid was filtered off
  12. customdried

出典と根拠

ORDレコード
ord-39c6d35731454baca426491e193a62b4
出典データセット
uspto-grants-1989_12
特許番号
US04885294

関連ノート

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