Benzene → 1-(3-Nitrophenyl)azetidin-2-one

HRID 1076934ノート

反応式

HRID 1076934 の反応式
[H-].[Na+].[N+:3]([C:6]1[CH:7]=[C:8]([NH:12][C:13](=[O:17])[CH2:14][CH2:15]Cl)[CH:9]=[CH:10][CH:11]=1)([O-:5])=[O:4].C1C=CC=CC=1>C(Cl)(Cl)(Cl)Cl>[N+:3]([C:6]1[CH:7]=[C:8]([N:12]2[CH2:15][CH2:14][C:13]2=[O:17])[CH:9]=[CH:10][CH:11]=1)([O-:5])=[O:4]

参加物

5

反応物 3

HCID 241BenzeneHCID 24758Sodium hydrideHCID 34652363-chloro-N-(3-nitrophenyl)propanamide

生成物 1

HCID 215351151-(3-Nitrophenyl)azetidin-2-one

試薬・触媒・溶媒 1

HCID 5943Carbon Tetrachloride溶媒

実験手順

Sodium hydride (0.1 mole; 57% dispersion in mineral oil) is charged into a glass reaction flask. The mineral oil is removed by washing the sodium hydride with benzene, and dimethyl sulfoxide (50 ml) is thereafter slowly added with stirring. The mixture is stirred until no more hydrogen gas evolves. A solution of N-(3-nitrophenyl)-β-chloropropionamide (0.08 mole) in carbon tetrachloride (50 ml) is added dropwise to the reaction flask with stirring while maintaining the temperature of the reaction mixture below about 30°C. After the addition is completed the reaction mixture is allowed to stand at room temperature for a period of about 8 hours. After this time benzene is added and the reaction mixture is washed with water and aqueous sodium bicarbonate. The washed mixture is then dried over anhydrous magnesium sulfate, is filtered, and is stripped of solvents under reduced pressure to yield the desired product N-(3-nitrophenyl)-2-azetidinone as the residue.

後処理

  1. customThe mineral oil is removed
  2. washby washing the sodium hydride with benzene, and dimethyl sulfoxide (50 ml)
  3. additionis thereafter slowly added
  4. stirringThe mixture is stirred until no more hydrogen gas evolves
  5. stirringwith stirring
  6. temperaturewhile maintaining the temperature of the reaction mixture below about 30°C
  7. additionAfter the addition
  8. washthe reaction mixture is washed with water and aqueous sodium bicarbonate
  9. dry with materialThe washed mixture is then dried over anhydrous magnesium sulfate
  10. filtrationis filtered

出典と根拠

ORDレコード
ord-5e497055e04f4625a6f9ab3da9738bf4
出典データセット
uspto-grants-1976_05
特許番号
US03958974

反応ノート

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