Acetaminophen → N-[4-(3-Chloro-5-nitro-phenoxy)-phenyl]-acetamide

HRID 2358782

反応式

HRID 2358782 の反応式
[Cl:1][C:2]1[CH:7]=[C:6]([N+:8]([O-:10])=[O:9])[CH:5]=[C:4]([N+]([O-])=O)[CH:3]=1.[OH:14][C:15]1[CH:20]=[CH:19][C:18]([NH:21][C:22](=[O:24])[CH3:23])=[CH:17][CH:16]=1.C([O-])([O-])=O.[K+].[K+]>CN(C=O)C.O>[Cl:1][C:2]1[CH:3]=[C:4]([CH:5]=[C:6]([N+:8]([O-:10])=[O:9])[CH:7]=1)[O:14][C:15]1[CH:16]=[CH:17][C:18]([NH:21][C:22](=[O:24])[CH3:23])=[CH:19][CH:20]=1

参加物

6

反応物 3

HCID 1983AcetaminophenHCID 11430Potassium CarbonateHCID 330981-Chloro-3,5-dinitrobenzene

生成物 1

HCID 68460873N-[4-(3-Chloro-5-nitro-phenoxy)-phenyl]-acetamide収率 92.7%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 6228Dimethylformamide溶媒

実験手順

The product from Example 193a (1.06 g, 5.2 mmol), N-(4-hydroxyphenyl)acetamide (0.70 g, 4.5 mmol) and K2CO3 (0.79 g, 5.7 mmol) in DMF (14 ml) was heated at 110° C. for 6 hours. The reaction mixture was cooled to room temperature, diluted with H2O and then extracted with EtOAc. The extract washed with H2O and brine, dried over MgSO4, filtered and concentrated under vacuum giving the crude title compound as a pale brown crystal, which was purified by washing with i-Pr2O to give the desired product as pale brown crystal (1.28 g, 92%).

後処理

  1. extractionextracted with EtOAc
  2. washThe extract washed with H2O and brine
  3. dry with materialdried over MgSO4
  4. filtrationfiltered
  5. concentrationconcentrated under vacuum
  6. customgiving the crude title compound as a pale brown crystal, which
  7. customwas purified
  8. washby washing with i-Pr2O

出典と根拠

ORDレコード
ord-0260ad1d288b4076a2435e24ed00e91d
出典データセット
uspto-grants-2010_07
特許番号
US07763731B2

関連ノート

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