3-Amino-4-chlorophenol → HCID 136335905、化合物

HRID 2266482ノート

反応式

HRID 2266482 の反応式
[NH2:1][C:2]1[CH:3]=[C:4]([OH:9])[CH:5]=[CH:6][C:7]=1[Cl:8].[CH3:10][S:11]([C:14]1[CH:27]=[CH:26][C:17]([CH2:18][CH:19]([C:23](=O)[CH3:24])[C:20](=O)[CH3:21])=[CH:16][CH:15]=1)(=[O:13])=[O:12]>CS(O)(=O)=O.C1(C)C=CC=CC=1>[Cl:8][C:7]1[C:2]2[N:1]=[C:23]([CH3:24])[C:19]([CH2:18][C:17]3[CH:16]=[CH:15][C:14]([S:11]([CH3:10])(=[O:13])=[O:12])=[CH:27][CH:26]=3)=[C:20]([CH3:21])[C:3]=2[C:4]([OH:9])=[CH:5][CH:6]=1

参加物

5

反応物 2

HCID 50700783-Amino-4-chlorophenolHCID 68786995HCID 68786995、化合物

生成物 1

HCID 136335905HCID 136335905、化合物

試薬・触媒・溶媒 2

HCID 6395Methanesulfonic Acid触媒HCID 1140Toluene溶媒

実験手順

A mixture of 3-amino-4-chlorophenol (1.0 g), 3-(4-methanesulfonylbenzyl)pentane-2,4-dione (0.53 g), methanesulfonic acid (3 drops) and toluene (20 mL) was heated at reflux for 3 hours. The mixture was cooled to room temperature and the solvent removed under reduced pressure. The residue was diluted with ethyl acetate and then washed with water and saturated aqueous sodium chloride solution and dried over magnesium sulfate. The solvent was removed under reduced pressure and purification of the residue by column chromatography on silica gel, eluting with a mixture of dichloromethane and methanol (1:0 to 99:1 by volume) gave title compound as a pale yellow solid, 0.32 g.

後処理

  1. temperaturewas heated
  2. temperatureat reflux for 3 hours
  3. customthe solvent removed under reduced pressure
  4. additionThe residue was diluted with ethyl acetate
  5. washwashed with water and saturated aqueous sodium chloride solution
  6. dry with materialdried over magnesium sulfate
  7. customThe solvent was removed under reduced pressure and purification of the residue by column chromatography on silica gel
  8. washeluting with a mixture of dichloromethane and methanol (1:0 to 99:1 by volume)

出典と根拠

ORDレコード
ord-ef2fb4552a67418b9ba1bb9ed3b84357
出典データセット
uspto-grants-2010_12
特許番号
US07858640B2

反応ノート

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