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

HRID 1639269ノート

反応式

HRID 1639269 の反応式
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

参加物

6

反応物 3

HCID 13421-(1-Naphthyl)piperazineHCID 10340Sodium CarbonateHCID 14581391HCID 14581391、化合物

生成物 1

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

試薬・触媒・溶媒 2

HCID 5238Sodium Iodide触媒HCID 3776Isopropanol溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-5e2ff172ade442798956131eb713cf39
出典データセット
uspto-grants-1989_11
特許番号
US04883795

反応ノート

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