p-Fluoronitrobenzene → 1-(4-Nitrophenyl)-1,4-diazepane

HRID 2386297노트

반응식

HRID 2386297 반응식
[NH:1]1[CH2:7][CH2:6][CH2:5][NH:4][CH2:3][CH2:2]1.F[C:9]1[CH:14]=[CH:13][C:12]([N+:15]([O-:17])=[O:16])=[CH:11][CH:10]=1>C(Cl)Cl>[N+:15]([C:12]1[CH:13]=[CH:14][C:9]([N:1]2[CH2:7][CH2:6][CH2:5][NH:4][CH2:3][CH2:2]2)=[CH:10][CH:11]=1)([O-:17])=[O:16]

참가 물질

4

반응물 2

HCID 9590p-FluoronitrobenzeneHCID 68163Hexahydro-1,4-diazepine

생성물 1

HCID 50559501-(4-Nitrophenyl)-1,4-diazepane수율 82.7%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

A solution of hexahydro-1H-1,4-diazepine (0.20 mol) and 1-fluoro-4-nitro-benzene (0.10 mol) in DCM (300 ml) was stirred at room temperature for 24 hours under nitrogen atmosphere. Yellow crystals precipitated. The precipitate was collected on filter, washed with ether and dried. The residue (21.1 g, 87%) was taken up in water and treated with a 3 N NaOH solution. This mixture was extracted with DCM (3×500 ml), dried (Na2SO4), filtered, and the solvent was removed under reduced pressure and dried under vacuum at room temperature for 16 hours, yielding 18.3 g of hexahydro-1-(4-nitrophenyl)-1H-1,4-diazepine (interm. 1), melting point 115-116° C.

후처리

  1. customYellow crystals precipitated
  2. customThe precipitate was collected
  3. filtrationon filter
  4. washwashed with ether
  5. customdried
  6. additiontreated with a 3 N NaOH solution
  7. extractionThis mixture was extracted with DCM (3×500 ml)
  8. dry with materialdried (Na2SO4)
  9. filtrationfiltered
  10. customthe solvent was removed under reduced pressure
  11. customdried under vacuum at room temperature for 16 hours

출처 및 근거

ORD 기록
ord-5948c0cbfb284823a96dbc5c044d2208
출처 데이터셋
uspto-grants-2012_09
특허 번호
US08268833B2

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