Hydrochloric Acid → HCID 19754894、化合物

HRID 1588925ノート

反応式

HRID 1588925 の反応式
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([OH:13])[CH:6]=[C:7]([O:11][CH3:12])[C:8]=1[O:9][CH3:10].[C:14]([N:18]([CH:28]1[CH2:33][CH2:32][CH2:31][CH2:30][CH2:29]1)[C:19](=[O:27])[C:20]1[CH:25]=[CH:24][C:23](Br)=[CH:22][CH:21]=1)([CH3:17])([CH3:16])[CH3:15].Cl>>[CH:28]1([N:18]([C:14]([CH3:17])([CH3:16])[CH3:15])[C:19](=[O:27])[C:20]2[CH:25]=[CH:24][C:23]([O:13][C:5]3[CH:6]=[C:7]([O:11][CH3:12])[C:8]([O:9][CH3:10])=[C:3]([O:2][CH3:1])[CH:4]=3)=[CH:22][CH:21]=2)[CH2:29][CH2:30][CH2:31][CH2:32][CH2:33]1

参加物

4

反応物 3

HCID 313Hydrochloric AcidHCID 695053,4,5-TrimethoxyphenolHCID 53933994HCID 53933994、化合物

生成物 1

HCID 19754894HCID 19754894、化合物

実験手順

A slurry of cuprous oxide (300 mg, 2.1 mmol) in a solution of 3,4,5-trimethoxyphenol (736 mg, 4.0 mmol) and p-bromobenzoic acid N-tert-butyl-N-cyclohexyl amide (1.35 g, 4.0 mmol) 2,4,6-collidine (20 ml) is refluxed with stirring under a nitrogen atmosphere for 18 hr. The reaction is cooled, poured onto dilute aqueous HCl and extracted three times with ethyl acetate. The combined organic layers are washed twice with saturated aqueous NaCl solution, twice with 5% NaOH solution, twice with saturated NaCl solution and dried (Na2SO4). The drying agent is filtered and the filtrate concentrated in vacuo to give the crude product. This material is chromatographed on silica gel using mixtures of ethyl acetate and hexane as the eluents to give the title compound.

後処理

  1. temperatureThe reaction is cooled
  2. extractionextracted three times with ethyl acetate
  3. washThe combined organic layers are washed twice with saturated aqueous NaCl solution, twice with 5% NaOH solution, twice with saturated NaCl solution
  4. dry with materialdried (Na2SO4)
  5. filtrationThe drying agent is filtered
  6. concentrationthe filtrate concentrated in vacuo
  7. customto give the crude product
  8. customThis material is chromatographed on silica gel using mixtures of ethyl acetate and hexane as the eluents

出典と根拠

ORDレコード
ord-c5883c0685ad47ecbb5f34121a50434d
出典データセット
uspto-grants-1993_06
特許番号
US05223539

反応ノート

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