1-(1-Naphthyl)piperazine → 6-(4-(4-(1-Naphthyl)piperazinyl)butyl)-benzoxazolone

HRID 1639269노트

반응식

HRID 1639269 반응식
Cl[CH2:2][CH2:3][CH2:4][CH2:5][C:6]1[CH:15]=[CH:14][C:9]2[NH:10][C:11](=[O:13])[O:12][C:8]=2[CH:7]=1.[C:16]1([N:26]2[CH2:31][CH2:30][NH:29][CH2:28][CH2:27]2)[C:25]2[C:20](=[CH:21][CH:22]=[CH:23][CH:24]=2)[CH:19]=[CH:18][CH:17]=1.C(=O)([O-])[O-].[Na+].[Na+]>[I-].[Na+].C(O)(C)C>[C:16]1([N:26]2[CH2:31][CH2:30][N:29]([CH2:2][CH2:3][CH2:4][CH2:5][C:6]3[CH:15]=[CH:14][C:9]4[NH:10][C:11](=[O:13])[O:12][C:8]=4[CH:7]=3)[CH2:28][CH2:27]2)[C:25]2[C:20](=[CH:21][CH:22]=[CH:23][CH:24]=2)[CH:19]=[CH:18][CH:17]=1

참가 물질

6

반응물 3

HCID 13421-(1-Naphthyl)piperazineHCID 10340Sodium CarbonateHCID 14581391HCID 14581391, 화합물

생성물 1

HCID 112925496-(4-(4-(1-Naphthyl)piperazinyl)butyl)-benzoxazolone수율 54.3%

시약·촉매·용매 2

HCID 5238Sodium Iodide촉매HCID 3776Isopropanol용매

실험 절차

To a 125 ml round-bottom flask equipped with condenser and N2 inlet were added 0.658 g (3.10 mmol) of 6-(4-chlorobutyl)-benzoxazolone, 0.7 g (3.10 mmol) of N-(1-naphthyl)piperazine, 0.328 g sodium carbonate, 2 mg sodium iodide, and 50 ml isopropanol. The reaction was refluxed for 3 days, evaporated, taken up in methylene chloride, washed with water, dried over sodium sulfate, and evaporated. The residue was chromatographed on silica gel using ethyl acetate as eluent, and the product dissolved in acetone, precipitated with ethereal HCl, and the white solid filtered, washed with acetone, and dried to afford 0.676 g (46.0%) of a white solid, m.p. 231°-233° C.

후처리

  1. customTo a 125 ml round-bottom flask equipped with condenser and N2 inlet
  2. temperatureThe reaction was refluxed for 3 days
  3. customevaporated
  4. washwashed with water
  5. dry with materialdried over sodium sulfate
  6. customevaporated
  7. customThe residue was chromatographed on silica gel
  8. dissolutionthe product dissolved in acetone
  9. customprecipitated with ethereal HCl
  10. filtrationthe white solid filtered
  11. washwashed with acetone
  12. customdried

출처 및 근거

ORD 기록
ord-5e2ff172ade442798956131eb713cf39
출처 데이터셋
uspto-grants-1989_11
특허 번호
US04883795

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