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

HRID 476564

반응식

HRID 476564 반응식
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]

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 62761-Pentanol용매

실험 절차

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%).

후처리

  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

출처 및 근거

ORD 기록
ord-39c6d35731454baca426491e193a62b4
출처 데이터셋
uspto-grants-1989_12
특허 번호
US04885294

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