Nitric Acid → N-(2-nitro-4-(oxetan-3-yl)phenyl)acetamide

HRID 511665

反応式

HRID 511665 の反応式
[N+:1]([O-:4])(O)=[O:2].[O:5]1[CH2:8][CH:7]([C:9]2[CH:14]=[CH:13][C:12]([NH:15][C:16](=[O:18])[CH3:17])=[CH:11][CH:10]=2)[CH2:6]1.[N+]([O-])(O)=O.C(Cl)Cl.[NH4+].[OH-]>C(Cl)Cl>[N+:1]([C:11]1[CH:10]=[C:9]([CH:7]2[CH2:8][O:5][CH2:6]2)[CH:14]=[CH:13][C:12]=1[NH:15][C:16](=[O:18])[CH3:17])([O-:4])=[O:2]

参加物

6

反応物 4

HCID 944Nitric Acid2 回HCID 14923Ammonium HydroxideHCID 20264123HNO3 dichloromethaneHCID 67776166N-(4-(Oxetan-3-YL)phenyl)acetamide

生成物 1

HCID 67776164N-(2-nitro-4-(oxetan-3-yl)phenyl)acetamide

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

The organic phase (upper phase) was isolated and the process was repeated with an additional 20 ml CH2Cl2. The organic extracts were combined, it was assumed the organic phase contained about 5 g (−80 mmol) of anhydrous HNO3. Using a 50 fold excess, this required about 25 ml of solution. The nitric acid solution was cooled in a ice bath. The N-(4-oxetan-3-ylphenyl)acetamide (21 0 mg, 0.70 mmol) was treated with 25 ml of the chilled HNO3/CH2Cl2 solution and was allowed to stir about 30 minutes. The reaction mixture was carefully poured into 45 ml 1 0% NH4OH solution and carefully shaken. The phases were separated and the aqueous phase was washed with 20 ml CH2Cl2. The combined organic phase was dried over Na2SO4, filtered and concentrated. The crude material was purified

後処理

  1. customThe organic phase (upper phase) was isolated
  2. stirringcarefully shaken
  3. customThe phases were separated
  4. washthe aqueous phase was washed with 20 ml CH2Cl2
  5. dry with materialThe combined organic phase was dried over Na2SO4
  6. filtrationfiltered
  7. concentrationconcentrated
  8. customThe crude material was purified

出典と根拠

ORDレコード
ord-e1917049c81346c38e02a6ec24682373
出典データセット
uspto-grants-2015_08
特許番号
US09096634B2

関連ノート

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