3-Chlorobenzoic Acid → HCID 58019514、化合物

HRID 330718ノート

反応式

HRID 330718 の反応式
ClC1C=C(C=CC=1)C(O)=[O:6].O.[N:12]1[C:21]2[C:16](=[C:17]3[CH:29]=[CH:28][CH:27]=[CH:26][C:18]3=[C:19]3[CH:25]=[CH:24][CH:23]=[CH:22][C:20]3=2)[N:15]=[CH:14][CH:13]=1>ClCCl>[N+:12]1([O-:6])[C:21]2[C:16](=[C:17]3[CH:29]=[CH:28][CH:27]=[CH:26][C:18]3=[C:19]3[CH:25]=[CH:24][CH:23]=[CH:22][C:20]3=2)[N:15]=[CH:14][CH:13]=1

参加物

5

反応物 3

HCID 4473-Chlorobenzoic AcidHCID 962WaterHCID 252644Dibenzo(f,h)quinoxaline

生成物 1

HCID 58019514HCID 58019514、化合物収率 51%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

First, to a solution in which 1.36 g of dibenzo[f,h]quinoxaline was dissolved in 20 mL of dichloromethane was added 2.04 g of 3-chlorobenzoic acid (abbreviation: MCPBA) in a nitrogen atmosphere, followed by stirring at room temperature for 1 week. Water was added to this mixture, and the organic layer was extracted with dichloromethane. The obtained organic layer was washed with a saturated aqueous sodium hydrogen carbonate solution and dried over anhydrous magnesium sulfate. Then, the resulting solution was filtered. The solvent of this solution was distilled off. The resulting residue was purified by silica gel column chromatography which uses a mixed solvent of dichloromethane and ethyl acetate as a developing layer. By recrystallization from dichloromethane, the object of the synthesis was obtained (as a white powder in a yield of 51%). The synthesis scheme of Step 1 is illustrated in the following (a″′-2-1).

後処理

  1. extractionthe organic layer was extracted with dichloromethane
  2. washThe obtained organic layer was washed with a saturated aqueous sodium hydrogen carbonate solution
  3. dry with materialdried over anhydrous magnesium sulfate
  4. filtrationThen, the resulting solution was filtered
  5. distillationThe solvent of this solution was distilled off
  6. customThe resulting residue was purified by silica gel column chromatography which
  7. customBy recrystallization from dichloromethane
  8. customthe object of the synthesis was obtained (as a white powder in a yield of 51%)
  9. customThe synthesis scheme of Step 1

出典と根拠

ORDレコード
ord-c39679544a5f462f8753084078463a6e
出典データセット
uspto-grants-2014_11
特許番号
US08877351B2

反応ノート

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